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

Eastern Caribbean Cruise Deals

Price Trending
The price you found has dropped by 75% in the last 14 days.
-75%
$1,299*
was $5,199*
7 nights
Eastern Caribbean Cruise Deal
Oosterdam
|
Suite
Departing
Feb 23, 2019
From Fort Lauderdale (Port Everglades)
  • Day 1
    Fort Lauderdale (Port Everglades)
  • Day 2
    Key West
  • Day 3
    Cruising
  • Day 4
    Amber Cove
  • Day 5
    Grand Turk
  • 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 70% in the last 14 days.
-70%
$449*
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 68% in the last 14 days.
-68%
$449*
was $1,398*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Mar 07, 2020
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    Cruising
  • Day 6
    Nassau
  • Day 7
    Cruising
  • 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 68% in the last 14 days.
-68%
$449*
was $1,398*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Mar 21, 2020
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    Cruising
  • Day 6
    Nassau
  • Day 7
    Cruising
  • 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 66% lower than the other partners we search today.
-66%
$1,514*
7 nights
Eastern Caribbean Cruise Deal
Allure of the Seas
|
Suite
Departing
Nov 24, 2019
From Fort Lauderdale (Port Everglades)
  • Day 1
    Fort Lauderdale (Port Everglades)
  • Day 2
    Cruising
  • Day 3
    Cruising
  • Day 4
    St. Maarten
  • Day 5
    St. Thomas
  • Day 6
    Cruising
  • Day 7
    CocoCay
  • Day 8
    Fort Lauderdale (Port Everglades)

Allure of the Seas - Royal Caribbean International

Pros

Caters to every type of cruiser: families, couples, adventurers, food- and wine-lovers.

Cons

Upselling is rampant, and extra fees can quickly add up.

Bottom Line

If you want a fun-filled cruise with plentiful activities, you can't beat Allure of the Seas.

Price Trending
The price you found has dropped by 66% in the last 14 days.
-66%
$698*
was $2,039*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Jul 20, 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 65% in the last 14 days.
-65%
$449*
was $1,298*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Feb 08, 2020
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    Cruising
  • Day 6
    Nassau
  • Day 7
    Cruising
  • 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 65% in the last 14 days.
-65%
$449*
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 65% in the last 14 days.
-65%
$449*
was $1,298*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Jan 25, 2020
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    Cruising
  • Day 6
    Nassau
  • Day 7
    Cruising
  • 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 65% in the last 14 days.
-65%
$449*
was $1,298*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Jan 11, 2020
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    Cruising
  • Day 6
    Nassau
  • Day 7
    Cruising
  • 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 65% in the last 14 days.
-65%
$449*
was $1,298*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Feb 22, 2020
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    Cruising
  • Day 6
    Nassau
  • Day 7
    Cruising
  • 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%
$449*
was $1,198*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Sep 28, 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%
$449*
was $1,198*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Dec 14, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    Cruising
  • Day 6
    Nassau
  • Day 7
    Cruising
  • 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%
$449*
was $1,198*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Nov 30, 2019
From Miami
  • Day 1
    Miami
  • Day 2
    Cruising
  • Day 3
    San Juan
  • Day 4
    San Juan
  • Day 4
    St. Thomas
  • Day 5
    Cruising
  • Day 6
    Nassau
  • Day 7
    Cruising
  • 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 60% lower than the other partners we search today.
-60%
$809*
8 nights
Eastern Caribbean Cruise Deal
Carnival Magic
|
Outside Cabin
Departing
Nov 23, 2019
From Fort Lauderdale (Port Everglades)
  • Day 1
    Fort Lauderdale (Port Everglades)
  • Day 2
    Cruising
  • Day 3
    Cruising
  • Day 4
    St. Maarten
  • Day 5
    St. Kitts
  • Day 6
    San Juan
  • Day 7
    Grand Turk
  • Day 8
    Cruising
  • Day 9
    Fort Lauderdale (Port Everglades)

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 59% in the last 14 days.
-59%
$1,899*
was $4,599*
7 nights
Eastern Caribbean Cruise Deal
Nieuw Amsterdam
|
Suite
Departing
Nov 16, 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)

Nieuw Amsterdam - Holland America Line

Pro

Unique entertainment options and a high standard of service that sets it apart

Con

Overcrowded at times and occasionally inconsistent fee-based dining

Bottom Line

A great choice for a pampered, laid-back vacation -- particularly for music lovers

Price Trending
The price you found has dropped by 58% in the last 14 days.
-58%
$1,549*
was $3,709*
8 nights
Eastern Caribbean Cruise Deal
Carnival Sunshine
|
Suite
Departing
Apr 27, 2019
From Port Canaveral (Orlando)
  • Day 1
    Port Canaveral (Orlando)
  • Day 2
    Cruising
  • Day 3
    Grand Turk
  • Day 4
    San Juan
  • Day 5
    St. Kitts
  • Day 6
    St. Maarten
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Port Canaveral (Orlando)

Carnival Sunshine - Carnival Cruise Line

Pros

Ship offers updated bars, restaurants and revamped kids' spaces.

Cons

Adults-only areas, while lovely, are a bit small.

Bottom Line

Former Carnival Destiny underwent $155 million makeover, and the improvements are noticeable.

Expert Deal
The Price you found is a great deal, 56% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $154/night to be a bargain.
$1,699*
11 nights
Eastern Caribbean Cruise Deal
Wind Star
|
Inside Cabin
Departing
Mar 12, 2019
From Puntarenas (Puerto Caldera)
  • Day 1
    Puntarenas (Puerto Caldera)
  • Day 2
    Quepos
  • Day 3
    Puerto Jimenez
  • Day 4
    Isla Parida
  • Day 5
    Cruising
  • Day 6
    Contadora Isle
  • Day 7
    Panama Canal (Cruising)
  • Day 8
    Colon (Cristobal)
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Aruba

Wind Star - Windstar Cruises

Pros

Romantic four-mast sailing ship with exceptional service.

Cons

Lack of daytime activities and nighttime entertainment.

Bottom Line

Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

Expert Deal
The Price you found is a great deal, 56% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $154/night to be a bargain.
$1,699*
11 nights
Eastern Caribbean Cruise Deal
Wind Star
|
Outside Cabin
Departing
Mar 12, 2019
From Puntarenas (Puerto Caldera)
  • Day 1
    Puntarenas (Puerto Caldera)
  • Day 2
    Quepos
  • Day 3
    Puerto Jimenez
  • Day 4
    Isla Parida
  • Day 5
    Cruising
  • Day 6
    Contadora Isle
  • Day 7
    Panama Canal (Cruising)
  • Day 8
    Colon (Cristobal)
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Aruba

Wind Star - Windstar Cruises

Pros

Romantic four-mast sailing ship with exceptional service.

Cons

Lack of daytime activities and nighttime entertainment.

Bottom Line

Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

Price Trending
The price you found has dropped by 55% in the last 14 days.
-55%
$449*
was $998*
7 nights
Eastern Caribbean Cruise Deal
MSC Seaside
|
Inside Cabin
Departing
Oct 12, 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.