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Windstar Star Pride Cruises to the Caribbean

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Star Pride
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  • 7 Night
    San Juan & The Virgin Islands 7d Sju-sju (feb 06 2021)

    Leaving:
    San Juan
    Visiting:
    St. Thomas, St. Barts ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      St. Thomas
    • Day 3
      St. Barts
    • Day 4
      Little Bay
    • Day 5
      St. Maarten
    • Day 6
      Jost Van Dyke
    • Day 7
      Virgin Gorda
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    rsamtleben
    Sail Date Dec 2019
    Windstar is definitely NOT a 5 star cruise line!
    Read More
    ScottLewis
    Sail Date Mar 2019
    Truly first class experience
    Read More
    Cabin Comparison

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    Windward Islands Surf & Sunsets 7d Sju-sju (feb 13 2021)

    Leaving:
    San Juan
    Visiting:
    Grenada, Bequia ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      Cruising
    • Day 3
      Grenada
    • Day 4
      Bequia
    • Day 5
      St. Lucia
    • Day 6
      Iles des Saintes
    • Day 7
      St. Maarten
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    mickeyarthur
    Sail Date Nov 2018
    14 days, so,so, Eastern Caribbean cruise
    Read More
    Amandahr
    Sail Date Dec 2018
    Avoid the Star Pride.
    Read More
    Cabin Comparison

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    Windward Islands Surf & Sunsets 7d Sju-sju (dec 04 2021)

    Leaving:
    San Juan
    Visiting:
    Grenada, Bequia ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      Cruising
    • Day 3
      Grenada
    • Day 4
      Bequia
    • Day 5
      St. Lucia
    • Day 6
      Iles des Saintes
    • Day 7
      St. Maarten
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    Fridaynightlights
    Sail Date Nov 2018
    A nice change from the ordinary cruise!
    Read More
    lastmate
    Sail Date Nov 2018
    Left ship on 6th of 14 days due to nearly drowning on snorkeling excursion.
    Read More
    Cabin Comparison

    Compare Cabin Prices

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 10 Night
    The Allure Of The Antilles 10d Sju-mia (mar 13 2021)

    Leaving:
    San Juan
    Visiting:
    Virgin Gorda, St. Barts ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    10 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      Virgin Gorda
    • Day 3
      St. Barts
    • Day 4
      St. Maarten
    • Day 5
      Sopers Hole
    • Day 6
      Samana and Cayo Levantado
    • Day 7
      Grand Turk
    • Day 8
      Cruising
    • Day 9
      Key West
    • Day 10
      Key West
    • Day 11
      Miami
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    JaniLuvs2Travel
    Sail Date Nov 2018
    Star Pride Caribbean
    Read More
    jennlynnprin
    Sail Date Jan 2018
    Fabulous Cruise I Never Wanted to End!
    Read More
    Cabin Comparison

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    San Juan & The Virgin Islands 7d Sju-sju (jan 23 2021)

    Leaving:
    San Juan
    Visiting:
    St. Thomas, St. Barts ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      St. Thomas
    • Day 3
      St. Barts
    • Day 4
      Little Bay
    • Day 5
      St. Maarten
    • Day 6
      Jost Van Dyke
    • Day 7
      Virgin Gorda
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    CoralReef
    Sail Date Feb 2018
    Good cruise on a bad cruiseline
    Read More
    SteamboatWillie118
    Sail Date Mar 2018
    One of our favorites! (not for everyone)
    Read More
    Cabin Comparison

    Compare Cabin Prices

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    San Juan & The Virgin Islands 7d Sju-sju (mar 06 2021)

    Leaving:
    San Juan
    Visiting:
    St. Thomas, St. Barts ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      St. Thomas
    • Day 3
      St. Barts
    • Day 4
      Little Bay
    • Day 5
      St. Maarten
    • Day 6
      Jost Van Dyke
    • Day 7
      Virgin Gorda
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    FLCC1234
    Sail Date Dec 2017
    Beautiful room, fantastic food, great itinerary
    Read More
    Astalarasta
    Sail Date Dec 2017
    Star Pride- San Juan to San Juan
    Read More
    Cabin Comparison

    Compare Cabin Prices

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    San Juan & The Virgin Islands 7d Sju-sju (feb 20 2021)

    Leaving:
    San Juan
    Visiting:
    St. Thomas, St. Barts ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      St. Thomas
    • Day 3
      St. Barts
    • Day 4
      Little Bay
    • Day 5
      St. Maarten
    • Day 6
      Jost Van Dyke
    • Day 7
      Virgin Gorda
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    GrandmaP2
    Sail Date Dec 2017
    The employees and customer service make this cruise excellent
    Read More
    Mimi A
    Sail Date Nov 2016
    Wonderful Windstar Cruise in the Southern Caribbean and ABC Islands
    Read More
    Cabin Comparison

    Compare Cabin Prices

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    Windward Islands Surf & Sunsets 7d Sju-sju (jan 16 2021)

    Leaving:
    San Juan
    Visiting:
    Grenada, Bequia ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      Cruising
    • Day 3
      Grenada
    • Day 4
      Bequia
    • Day 5
      St. Lucia
    • Day 6
      Iles des Saintes
    • Day 7
      St. Maarten
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    Mimi A
    Sail Date Nov 2016
    First Windstar Cruise Met Expectations and More
    Read More
    Lchiles
    Sail Date Nov 2016
    Excellent small ship experience
    Read More
    Cabin Comparison

    Compare Cabin Prices

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    Compare Prices

    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    Windward Islands Surf & Sunsets 7d Sju-sju (jan 30 2021)

    Leaving:
    San Juan
    Visiting:
    Grenada, Bequia ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      Cruising
    • Day 3
      Grenada
    • Day 4
      Bequia
    • Day 5
      St. Lucia
    • Day 6
      Iles des Saintes
    • Day 7
      St. Maarten
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    pboedeker
    Sail Date Nov 2018
    B2B Star Pride
    Read More
    Rontom1
    Sail Date Jan 2020
    Best ever experience
    Read More
    Cabin Comparison

    Compare Cabin Prices

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    Compare Prices

    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    Windward Islands Surf & Sunsets 7d Sju-sju (dec 19 2020)

    Leaving:
    San Juan
    Visiting:
    St. Maarten, Iles des Saintes ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      St. Maarten
    • Day 3
      Iles des Saintes
    • Day 4
      Bequia
    • Day 5
      Grenada
    • Day 6
      St. Lucia
    • Day 7
      Cruising
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    SonnyDelight
    Sail Date Feb 2020
    Special Needs
    Read More
    Wayfarerblue
    Sail Date Dec 2017
    Shame on the management of this company
    Read More
    Cabin Comparison

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    San Juan & The Virgin Islands 7d Sju-sju (dec 11 2021)

    Leaving:
    San Juan
    Visiting:
    St. Thomas, St. Barts ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
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    • Reviews
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    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      St. Thomas
    • Day 3
      St. Barts
    • Day 4
      Little Bay
    • Day 5
      St. Maarten
    • Day 6
      Jost Van Dyke
    • Day 7
      Virgin Gorda
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    rsamtleben
    Sail Date Dec 2019
    Windstar is definitely NOT a 5 star cruise line!
    Read More
    kimrealestate
    Sail Date Jul 2019
    Fabulous vacation - again!
    Read More
    Cabin Comparison

    Compare Cabin Prices

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    San Juan & The Virgin Islands 7d Sju-sju (feb 05 2022)

    Leaving:
    San Juan
    Visiting:
    St. Thomas, St. Barts ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
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    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      St. Thomas
    • Day 3
      St. Barts
    • Day 4
      Little Bay
    • Day 5
      St. Maarten
    • Day 6
      Jost Van Dyke
    • Day 7
      Virgin Gorda
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    ScottLewis
    Sail Date Mar 2019
    Truly first class experience
    Read More
    Spysmum
    Sail Date Jun 2019
    Disappointing Windstar
    Read More
    Cabin Comparison

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 10 Night
    Gems Of The Leeward Islands 10c Sju-sju (nov 03 2021)

    Leaving:
    San Juan
    Visiting:
    St. Thomas, St. Barts ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
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    • Fare Includes
    Itinerary

    Cruise Itinerary

    10 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      St. Thomas
    • Day 3
      St. Barts
    • Day 4
      Antigua
    • Day 5
      Iles des Saintes
    • Day 6
      St. Lucia
    • Day 7
      Grenada
    • Day 8
      Cruising
    • Day 9
      Jost Van Dyke
    • Day 10
      Virgin Gorda
    • Day 11
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    Chestertripper
    Sail Date Jun 2019
    Windstar makes you feel so welcome
    Read More
    Grayboots
    Sail Date May 2019
    Wonderful Experience on the Star Pride
    Read More
    Cabin Comparison

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    San Juan & The Virgin Islands Holiday Cruise 7d Sju-sju (dec 26 2020)

    Leaving:
    San Juan
    Visiting:
    Virgin Gorda, St. Maarten ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
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    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      Virgin Gorda
    • Day 3
      St. Maarten
    • Day 4
      Little Bay
    • Day 5
      St. Barts
    • Day 6
      St. Barts
    • Day 7
      St. Barts
    • Day 7
      Jost Van Dyke
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    RustyIV
    Sail Date May 2019
    Great
    Read More
    bdwest5
    Sail Date Apr 2019
    Third Time Windstar Cruisers
    Read More
    Cabin Comparison

    Compare Cabin Prices

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    Windward Islands Surf & Sunsets 7d Sju-sju (nov 20 2021)

    Leaving:
    San Juan
    Visiting:
    Grenada, Bequia ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      Cruising
    • Day 3
      Grenada
    • Day 4
      Bequia
    • Day 5
      St. Lucia
    • Day 6
      Iles des Saintes
    • Day 7
      St. Maarten
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises

    Reviews

    Star Pride Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining4.5
    Service5.0
    Value4.5

    One of three motor yachts in the Windstar Cruises fleet, Star Pride brings the flavor of the la...

    Cruise Critic Member Ratings
    russg140
    Sail Date Mar 2019
    You get what you pay for, just manage your expectations
    Read More
    mickeyarthur
    Sail Date Nov 2018
    14 days, so,so, Eastern Caribbean cruise
    Read More
    Cabin Comparison

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    Windward Islands Surf & Sunsets 7d Sju-sju (mar 12 2022)

    Leaving:
    San Juan
    Visiting:
    Grenada, Bequia ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    7 Night Star Pride Cruise to Caribbean Route (Windstar Cruises)
    • Day 1
      San Juan
    • Day 2
      Cruising
    • Day 3
      Grenada
    • Day 4
      Bequia
    • Day 5
      St. Lucia
    • Day 6
      Iles des Saintes
    • Day 7
      St. Maarten
    • Day 8
      San Juan
    Ship Details

    Star Pride - Windstar Cruises

    Pros

    Spacious suites and bathrooms, James Beard-influenced cuisine

    Cons

    Ship decor appears dated in cabins and public areas; limited entertainment

    Bottom Line

    Intimate feel and upscale details make Star Pride a nice choice for port-intensive cruises