1. Home
  2. Cruise Deals
  3. Eastern Caribbean Cruise Deals

Eastern Caribbean Cruise Deals

Price Trending
The price you found has dropped by 65% in the last 14 days.
-65%
$589*
was $1,698*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Aug 17, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.

Hot Right Now
The price you found is 65% lower than the other partners we search today.
-65%
$1,626*
7 nights
Eastern Caribbean Cruise Deal
Oosterdam
|
Suite
Departing
Jan 26, 2019
From Fort Lauderdale (Port Everglades)
  • Day 1
    Fort Lauderdale (Port Everglades)
  • Day 2
    Cruising
  • Day 3
    Grand Turk
  • Day 4
    San Juan
  • Day 5
    St. Thomas
  • Day 6
    Cruising
  • Day 7
    Half Moon Cay
  • Day 8
    Fort Lauderdale (Port Everglades)

Oosterdam - Holland America Line

Pro

The addition of the line's signature Music Walk has reinvigorated nightlife onboard

Con

Some visible wear around the ship detracts from an otherwise pristine atmosphere

Bottom Line

While you can spot old from new, the offerings on Oosterdam combine best efforts to please

Price Trending
The price you found has dropped by 63% in the last 14 days.
-63%
$549*
was $1,498*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Aug 31, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.

Price Trending
The price you found has dropped by 63% in the last 14 days.
-63%
$729*
was $1,978*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Outside Cabin
Departing
Aug 17, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.

Price Trending
The price you found has dropped by 62% in the last 14 days.
-62%
$829*
was $2,178*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Balcony
Departing
Aug 17, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.

Price Trending
The price you found has dropped by 61% in the last 14 days.
-61%
$1,499*
was $3,884*
6 nights
Eastern Caribbean Cruise Deal
Celebrity Summit
|
Suite
Departing
Oct 20, 2019
From Bayonne (Cape Liberty)
  • Day 1
    Bayonne (Cape Liberty)
  • Day 2
    Cruising
  • Day 3
    Cruising
  • Day 4
    Cruising
  • Day 5
    St. Maarten
  • Day 6
    St. Thomas
  • Day 7
    San Juan

Celebrity Summit - Celebrity Cruises

Pros

Smaller size means consistent service; heavy emphasis on food and wine, with good results

Cons

Despite refurbs and Solstice-class additions, ship is more than a decade old and it shows

Bottom Line

The ship presents some of the best features of Celebrity, without being too overwhelming

Price Trending
The price you found has dropped by 61% in the last 14 days.
-61%
$689*
was $1,778*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Outside Cabin
Departing
Aug 31, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.

Price Trending
The price you found has dropped by 60% in the last 14 days.
-60%
$774*
was $1,934*
7 nights
Eastern Caribbean Cruise Deal
Carnival Pride
|
Outside Cabin
Departing
Mar 24, 2019
From Baltimore
  • Day 1
    Baltimore
  • Day 2
    Cruising
  • Day 3
    Cruising
  • Day 4
    Grand Turk
  • Day 5
    Half Moon Cay
  • Day 6
    Freeport
  • Day 7
    Cruising
  • Day 8
    Baltimore

Carnival Pride - Carnival Cruise Line

Pros

Three swimming pools keep crowds down; good dining variety; great entertainment

Cons

Due to the ship's layout, it's hard to get to some areas, and the decor is dated

Bottom Line

The Fun Ship 2.0 additions provide great value without the crowds of larger ships

Price Trending
The price you found has dropped by 59% in the last 14 days.
-59%
$729*
was $1,798*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Aug 03, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.

Price Trending
The price you found has dropped by 58% in the last 14 days.
-58%
$819*
was $1,969*
7 nights
Eastern Caribbean Cruise Deal
Carnival Magic
|
Outside Cabin
Departing
Mar 24, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    Amber Cove
  • Day 4
    St. Thomas
  • Day 5
    San Juan
  • Day 6
    Grand Turk
  • Day 7
    Cruising
  • Day 8
    Miami

Carnival Magic - Carnival Cruise Line

Pros

The best of Carnival's Fun Ship amenities, always served with a smile

Cons

Lines can be long; surprisingly few free dinner options

Bottom Line

With activities for all ages, Carnival Magic is perfect for multigenerational cruising

Price Trending
The price you found has dropped by 58% in the last 14 days.
-58%
$709*
was $1,698*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Jun 22, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.

Price Trending
The price you found has dropped by 58% in the last 14 days.
-58%
$869*
was $2,078*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Outside Cabin
Departing
Aug 03, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.

Price Trending
The price you found has dropped by 58% in the last 14 days.
-58%
$549*
was $1,298*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Sep 14, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.

Price Trending
The price you found has dropped by 57% in the last 14 days.
-57%
$969*
was $2,278*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Balcony
Departing
Aug 03, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.

Expert Deal
The Price you found is a great deal, 57% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $150/night to be a bargain.
$1,499*
10 nights
Eastern Caribbean Cruise Deal
Star Breeze
|
Outside Cabin
Departing
Dec 12, 2018
From Aruba
  • Day 1
    Aruba
  • Day 2
    Cruising
  • Day 3
    Cartagena (Spain)
  • Day 4
    Cruising
  • Day 5
    Colon (Cristobal)
  • Day 6
    Panama Canal (Cruising)
  • Day 6
    Contadora Isle
  • Day 7
    Contadora Isle
  • Day 8
    Cruising
  • Day 9
    Isla Parida
  • Day 10
    Quepos
  • Day 11
    Puntarenas (Puerto Caldera)

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

Expert Deal
The Price you found is a great deal, 57% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $150/night to be a bargain.
$1,499*
10 nights
Eastern Caribbean Cruise Deal
Star Breeze
|
Suite
Departing
Dec 12, 2018
From Aruba
  • Day 1
    Aruba
  • Day 2
    Cruising
  • Day 3
    Cartagena (Spain)
  • Day 4
    Cruising
  • Day 5
    Colon (Cristobal)
  • Day 6
    Panama Canal (Cruising)
  • Day 6
    Contadora Isle
  • Day 7
    Contadora Isle
  • Day 8
    Cruising
  • Day 9
    Isla Parida
  • Day 10
    Quepos
  • Day 11
    Puntarenas (Puerto Caldera)

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

Price Trending
The price you found has dropped by 57% in the last 14 days.
-57%
$849*
was $1,978*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Outside Cabin
Departing
Jun 22, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.

Price Trending
The price you found has dropped by 57% in the last 14 days.
-57%
$559*
was $1,298*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
May 11, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.

Price Trending
The price you found has dropped by 56% in the last 14 days.
-56%
$949*
was $2,178*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Balcony
Departing
Jun 22, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.

Price Trending
The price you found has dropped by 56% in the last 14 days.
-56%
$689*
was $1,578*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Outside Cabin
Departing
Sep 14, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    St. Maarten
  • Day 6
    Cruising
  • Day 7
    Nassau
  • Day 8
    Miami

MSC Seaside - MSC Cruises

Ample outdoor space draws passengers outside to enjoy the ship's Caribbean surroundings.

With so many areas dedicated to the outdoors, interior spaces can feel crowded during bad weather.

This bright, elegant and technologically advanced ship is great for North Americans.