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6-9 Day Cruises to the Eastern Caribbean

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7 Night
Marigot To Bridgetown

Leaving:
St. Martin
Visiting:
South Friars Beach, South Friars Beach ... see more
Cruise Line:
SeaDream Yacht Club
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Itinerary

Cruise Itinerary

  • Day 1
    St. Martin
  • Day 2
    South Friars Beach
  • Day 3
    South Friars Beach
  • Day 3
    Nevis
  • Day 4
    Iles des Saintes
  • Day 5
    Dominica
  • Day 6
    St. Lucia
  • Day 6
    St. Lucia
  • Day 7
    Mayreau
  • Day 8
    Barbados
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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7 Night
Charlotte Amalie, St. Thomas To San Juan

Leaving:
St. Thomas
Visiting:
St. John (U.S.V.I.), St. Martin ... see more
Cruise Line:
SeaDream Yacht Club
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Itinerary

Cruise Itinerary

  • Day 1
    St. Thomas
  • Day 2
    St. John (U.S.V.I.)
  • Day 3
    St. Martin
  • Day 4
    Saba
  • Day 4
    St. Barts
  • Day 5
    St. Barts
  • Day 6
    Tortola
  • Day 6
    Norman Island
  • Day 7
    Virgin Gorda
  • Day 7
    Prickly Pear Island
  • Day 8
    San Juan
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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7 Night
Charlotte Amalie To Charlotte Amalie

Leaving:
St. Thomas
Visiting:
St. John (U.S.V.I.), St. Barts ... see more
Cruise Line:
SeaDream Yacht Club
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Itinerary

Cruise Itinerary

  • Day 1
    St. Thomas
  • Day 2
    St. John (U.S.V.I.)
  • Day 3
    St. Barts
  • Day 4
    St. Barts
  • Day 5
    Tortola
  • Day 5
    Norman Island
  • Day 6
    Virgin Gorda
  • Day 7
    Jost Van Dyke
  • Day 8
    St. Thomas
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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7 Night
Costa Rica Cruise

Leaving:
Puntarenas
Visiting:
Quepos, Puerto Jimenez ... see more
Cruise Line:
Windstar Cruises
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  • Fare Includes
Itinerary

Cruise Itinerary

  • Day 1
    Puntarenas (Puerto Caldera)
  • Day 2
    Quepos
  • Day 3
    Puerto Jimenez
  • Day 4
    Isla Parida
  • Day 5
    Cruising
  • Day 6
    Balboa
  • Day 7
    Panama Canal (Cruising)
  • Day 8
    Colon (Cristobal)
Ship Details

Star Breeze - Windstar Cruises

Pros

Small-ship cruising, port-intensive itineraries

Cons

Limited entertainment and enrichment activities

Bottom Line

Terrific upscale yet casual cruise line for active travelers

Reviews

Star Breeze Reviews

Cruise Critic Editor Ratings
Overall
4.0/5
Cabins5.0
Dining4.0
Service4.0
Value4.0

The 212-passenger Star Breeze, which joined Windstar's fleet in May 2015, is a yacht-style smal...

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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.

2019 Best for Dining

7 Night
Costa Rica Cruise

Leaving:
Colon
Visiting:
Balboa, Balboa ... see more
Cruise Line:
Windstar Cruises
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  • Fare Includes
Itinerary

Cruise Itinerary

  • Day 1
    Colon (Cristobal)
  • Day 2
    Panama Canal (Cruising)
  • Day 2
    Balboa
  • Day 3
    Balboa
  • Day 4
    Cruising
  • Day 5
    Isla Parida
  • Day 6
    Puerto Jimenez
  • Day 7
    Quepos
  • Day 8
    Puntarenas (Puerto Caldera)
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...

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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
Marigot To Marigot

Leaving:
St. Martin
Visiting:
Anguilla, St. Barts ... see more
Cruise Line:
SeaDream Yacht Club
View Deal
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Itinerary

Cruise Itinerary

  • Day 1
    St. Martin
  • Day 2
    Anguilla
  • Day 3
    St. Barts
  • Day 4
    St. Barts
  • Day 5
    Norman Island
  • Day 6
    Virgin Gorda
  • Day 7
    Virgin Gorda
  • Day 8
    Prickly Pear Island
  • Day 9
    St. Martin
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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7 Night
Marigot To Bridgetown

Leaving:
St. Martin
Visiting:
Antigua, Grand Anse ... see more
Cruise Line:
SeaDream Yacht Club
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Itinerary

Cruise Itinerary

  • Day 1
    St. Martin
  • Day 2
    Antigua
  • Day 3
    Grand Anse
  • Day 4
    Bequia
  • Day 5
    Bequia
  • Day 6
    Tobago Cays
  • Day 7
    Union Island
  • Day 8
    Grenada
  • Day 9
    Mayreau
  • Day 10
    Barbados
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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7 Night
Bridgetown To Bridgetown

Leaving:
Barbados
Visiting:
St. Lucia, Bequia ... see more
Cruise Line:
SeaDream Yacht Club
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Itinerary

Cruise Itinerary

  • Day 1
    Barbados
  • Day 2
    St. Lucia
  • Day 3
    Bequia
  • Day 4
    Bequia
  • Day 5
    Tobago Cays
  • Day 6
    Tobago
  • Day 7
    Grenada
  • Day 8
    Mayreau
  • Day 9
    Barbados
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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7 Night
Bridgetown To Marigot

Leaving:
Barbados
Visiting:
Bequia, St. Lucia ... see more
Cruise Line:
SeaDream Yacht Club
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Itinerary

Cruise Itinerary

  • Day 1
    Barbados
  • Day 2
    Bequia
  • Day 3
    St. Lucia
  • Day 4
    St. Lucia
  • Day 5
    Martinique
  • Day 6
    Iles des Saintes
  • Day 7
    Nevis
  • Day 8
    St. Barts
  • Day 9
    St. Martin
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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7 Night
Marigot To Marigot

Leaving:
St. Martin
Visiting:
Antigua, South Friars Beach ... see more
Cruise Line:
SeaDream Yacht Club
View Deal
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Itinerary

Cruise Itinerary

  • Day 1
    St. Martin
  • Day 2
    Antigua
  • Day 3
    South Friars Beach
  • Day 4
    Saba
  • Day 5
    St. Barts
  • Day 6
    St. Barts
  • Day 7
    Virgin Gorda
  • Day 8
    Prickly Pear Island
  • Day 9
    St. Martin
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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7 Night
San Juan To San Juan

Leaving:
San Juan
Visiting:
Culebrita, Esperanza ... see more
Cruise Line:
SeaDream Yacht Club
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Itinerary

Cruise Itinerary

  • Day 1
    San Juan
  • Day 2
    Culebrita
  • Day 2
    Esperanza
  • Day 3
    Jost Van Dyke
  • Day 4
    Virgin Gorda
  • Day 5
    Saba
  • Day 6
    St. Barts
  • Day 7
    St. Barts
  • Day 8
    San Juan
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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7 Night
Marigot To Marigot

Leaving:
St. Martin
Visiting:
Virgin Gorda, Tortola ... see more
Cruise Line:
SeaDream Yacht Club
View Deal
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Itinerary

Cruise Itinerary

  • Day 1
    St. Martin
  • Day 2
    Virgin Gorda
  • Day 3
    Tortola
  • Day 3
    Norman Island
  • Day 4
    Prickly Pear Island
  • Day 5
    Saba
  • Day 5
    St. Barts
  • Day 6
    St. Barts
  • Day 7
    Antigua
  • Day 8
    St. Martin
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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7 Night
Marigot To Charlotte Amalie, St. Thomas

Leaving:
St. Martin
Visiting:
Anguilla, Anguilla ... see more
Cruise Line:
SeaDream Yacht Club
View Deal
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Itinerary

Cruise Itinerary

  • Day 1
    St. Martin
  • Day 1
    Anguilla
  • Day 2
    Anguilla
  • Day 2
    St. Barts
  • Day 3
    St. Barts
  • Day 4
    St. Barts
  • Day 4
    St. Kitts
  • Day 5
    Jost Van Dyke
  • Day 6
    Virgin Gorda
  • Day 6
    Jost Van Dyke
  • Day 7
    Tortola
  • Day 7
    Norman Island
  • Day 8
    St. Thomas
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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7 Night
Marigot To Bridgetown

Cruise Critic Favorite
Leaving:
St. Martin
Visiting:
Nevis, St. Kitts ... see more
Cruise Line:
SeaDream Yacht Club
View Deal
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Itinerary

Cruise Itinerary

  • Day 1
    St. Martin
  • Day 2
    Nevis
  • Day 3
    St. Kitts
  • Day 4
    St. Kitts
  • Day 4
    Iles des Saintes
  • Day 5
    Iles des Saintes
  • Day 5
    Dominica
  • Day 6
    Bequia
  • Day 7
    Mayreau
  • Day 8
    Barbados
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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7 Night
San Juan To Charlotte Amalie, St. Thomas

Leaving:
San Juan
Visiting:
St. John (U.S.V.I.), Virgin Gorda ... see more
Cruise Line:
SeaDream Yacht Club
View Deal
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Itinerary

Cruise Itinerary

  • Day 1
    San Juan
  • Day 2
    St. John (U.S.V.I.)
  • Day 3
    Virgin Gorda
  • Day 4
    Tortola
  • Day 5
    St. Martin
  • Day 5
    St. Barts
  • Day 6
    St. Barts
  • Day 7
    Jost Van Dyke
  • Day 8
    St. Thomas
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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7 Night
Bridgetown To Bridgetown

Cruise Critic Favorite
Leaving:
Barbados
Visiting:
St. Lucia, Bequia ... see more
Cruise Line:
SeaDream Yacht Club
View Deal
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Hide Cruise Info
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  • Ship Details
  • Reviews
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Itinerary

Cruise Itinerary

  • Day 1
    Barbados
  • Day 2
    St. Lucia
  • Day 3
    Bequia
  • Day 4
    Bequia
  • Day 4
    Tobago Cays
  • Day 5
    Tobago
  • Day 6
    Grenada
  • Day 7
    Mayreau
  • Day 8
    Barbados
Ship Details

SeaDream II - SeaDream Yacht Club

Pros

All-inclusive, ultra-small ship with amazing food and service

Cons

Limited onboard entertainment, especially if you don't like to socialize over drinks

Bottom Line

Closest most people will get to a vacation on a private yacht

Reviews

SeaDream II Reviews

Cruise Critic Editor Ratings
Overall
5.0/5
Cabins5.0
Dining5.0
Service5.0
Value4.5

"It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, b...

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