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Cruise the Eastern Caribbean by Booking Online for the Best Deals

Eastern Caribbean cruises are filled with beautiful tropical ports and are the favorite itineraries of many guests. If you choose one of these itineraries, you can look forward to excellent island food, warm blue waters, and amazing beaches.

Relax and enjoy the journey with our Eastern Caribbean cruise deals. Popular cruise ports in the Eastern Caribbean include Puerto Rico, St. Lucia, St. Maartin, St. Thomas, Antigua, and so many more. Typically disembarking from port cities within the Southeastern U.S., many major cruise lines feature Eastern Caribbean cruises out of Tampa, Ft. Lauderdale, Miami, Galveston, and New Orleans. CruiseDirect can help you book a trip with the best cruise line for Eastern Caribbean vacations and get the best price, thanks to our low price guarantee. Our Eastern Caribbean cruise packages include stays ranging from three nights to 15, and we never charge booking fees. Book with us and you can set sail on the best Eastern Caribbean cruise for less!

  • Destination Port 1 Departure Port
  • Destination port 2 Destination
castimiisland
St. Thomas Island Overview
$59

This quick Island Overview is a great way to see this scenic island and leave time for shopping.

casmtwnstshs
St Maarten Sights, Shopping and Sand
$79

See parts of the island usually not seen by cruise guests on this island drive and beach tour with a twist.

casjcstgrponw
San Juan Old and New Tour
$49

Escape the mob tours and see an overview of old and new San Juan with an experienced guide.

caslsail
Soufriere Sail
$169

Climb aboard a beautifully equipped 55 foot catamaran for a sail around St. Lucia you will not soon forget.

cabrcave
Barbados Harrisons Cave Tour
$79

No visit to Barbados would be complete without a tour through Harrison Caves. This shorter tour focuses solely on the caves.

caagallone
Antigua Kayak, Snorkel & Beach
$119

Take this amazing combination tour through the lush tropical rainforest and fishing villages of Antigua.

 

Monthly Weather Averages

Eastern Caribbean temperature graph
month graph
Eastern Caribbean rain graph
  • Temperature in Fahrenheit
  • Rain in Inches

Current Weather

Saint Thomas
79°F
Rain
Weather icon
chancerain

Friday

80° 67°
chancerain

Saturday

71° 67°
mostlycloudy

Sunday

70° 58°
mostlycloudy

Monday

63° 53°

149 CRUISES

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14 NIGHT EASTERN CARIBBEAN Cruise

Departing From: Miami

Duration: 14 nights

Ship: MSC Divina (Ship Info)

Port of Call: Miami, Florida, , Ocho Rios, Jamaica, , Oranjestad, Aruba, Willemstad, Cura�ao, , Puerto Plata, Dominican Rep., , Ocean Cay Msc Marine Reserve,bahamas, Miami, Florida, , Ocean Cay Msc Marine Reserve,bahamas, Nassau,bahamas, Miami, Florida (Itinerary Details)

Best For: Family with Kids, Family with Teens, Honeymoon, Romantic, Senior, Wedding

14409019821349610

From

$1,229

as little as $88.00/night

What's Included?

SAIL SAFE

MSC's Health & Safety Protocols allow you and your loved ones to cruise with the ultimate safety.

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Departure Date Bonus Interior Oceanview Balcony Suite
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
$1,229

USD

$1,459

USD

$1,729

USD

$2,859

USD

Voyager club BEST PRICE GUARANTEE!

If you find a lower price online, we’ll match it!  

New Ship

14 NIGHT EASTERN CARIBBEAN Cruise

Departing From: Miami

Duration: 14 nights

Ship: MSC Seascape (Ship Info)

Port of Call: Miami, Florida, Nassau,bahamas, , San Juan, Puerto Rico, Puerto Plata, Dominican Rep., , Ocean Cay Msc Marine Reserve,bahamas, Miami, Florida, , Ocho Rios, Jamaica, George Town, Cayman Islands, Cozumel, Mexico, , Ocean Cay Msc Marine Reserve,bahamas, Miami, Florida (Itinerary Details)

Best For: Family with Kids, Family with Teens, Honeymoon, Romantic, Senior, Wedding

13540339821512710

From

$1,249

as little as $89.00/night

What's Included?

SAIL SAFE

MSC's Health & Safety Protocols allow you and your loved ones to cruise with the ultimate safety.

Learn More

Departure Date Bonus Interior Oceanview Balcony Suite
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
- - $1,639

USD

$2,679

USD

  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
- - $1,889

USD

$2,589

USD

  • Cruise Promotion
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  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
- - - $2,539

USD

  • Cruise Promotion
  • Cruise Promotion
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$1,289

USD

- $1,889

USD

$6,169

USD

  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
$1,249

USD

$1,589

USD

$1,809

USD

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Voyager club FREE HOLDS

Lock in a great price, figure out your plans & pay later. Free Holds are available on the final step.

11 NIGHT EASTERN CARIBBEAN Cruise

Departing From: New York City

Duration: 11 nights

Ship: Carnival Venezia (Ship Info)

Port of Call: Manhattan, New York City, Ny, St Thomas, Usvi, St Maarten, Na, San Juan, Puerto Rico, Amber Cove, Dominican Republic, Grand Turk, Manhattan, New York City, Ny (Itinerary Details)

Best For: Family with Kids, Family with Teens, Honeymoon, Romantic, Senior, Wedding

137989111523910

From

$1,259

as little as $114.00/night

What's Included?

SAIL SAFE

Carnival's Health & Safety Protocols allow you and your loved ones to cruise with the ultimate safety.

Learn More

Departure Date Bonus Interior Oceanview Balcony Suite
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
$1,259

USD

$1,649

USD

$1,779

USD

-

Voyager club MAKE THE WORLD GREENER

CruiseDirect and One Tree Planted are planting a tree for every passenger who sails with us.

New Ship

7 NIGHT EASTERN CARIBBEAN Cruise

Departing From: Fort Lauderdale

Duration: 7 nights

Ship: Celebrity Ascent (Ship Info)

Port of Call: Fort Lauderdale - Florida, Puerto Plata - Dominican Rep, Charlotte Amalie - St. Thomas, Philipsburg - St. Maarten, Fort Lauderdale - Florida (Itinerary Details)

Best For: Family with Kids, Family with Teens, Honeymoon, Romantic, Senior, Wedding

138463121514110

From

$1,259

as little as $180.00/night

What's Included?

SAIL SAFE

Celebrity's Health & Safety Protocols allow you and your loved ones to cruise with the ultimate safety.

Learn More

Departure Date Bonus Interior Oceanview Balcony Suite
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
$1,296

USD

$1,259

USD

$1,437

USD

$5,143

USD

Voyager club BOOK NOW, PAY LATER

Payment plans with no late fees or surprises when booking with Uplift

10 NIGHT EASTERN CARIBBEAN Cruise

Departing From: Fort Lauderdale

Duration: 10 nights

Ship: Azamara Onward (Ship Info)

Port of Call: Fort Lauderdale, , San Juan, Puerto Rico, St.john U.s. Virgin Islands, Philipsburg, Basseterre, Beef Island, Tortola, , Fort Lauderdale, Fort Lauderdale (Itinerary Details)

Best For: Gourmet, Honeymoon, Luxury, Romantic, Senior

131060310431507110

From

$1,260

as little as $126.00/night

What's Included?

Voyager club
SAIL SAFE

Azamara's Health & Safety Protocols allow you and your loved ones to cruise with the ultimate safety.

Learn More

Departure Date Bonus Interior Oceanview Balcony Suite
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
$1,260

USD

- $2,287

USD

-

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What Is Considered the Eastern Caribbean?

  • Antigua and Barbuda
  • Dominica
  • Grenada
  • St. Kitts and Nevis
  • St. Lucia
  • St. Vincent and the Grenadines
  • Anguilla
  • Montserrat
  • British Virgin Islands
  • Trinidad and Tobago
  • Guadeloupe
  • Martinique
  • St. Barthelemy
  • St. Maarten
  • U.S. Virgin Islands
  • Aruba
  • Bonaire
  • Curacao
  • Puerto Rico
  • Bahamas

Where Do You Go on an Eastern Caribbean Cruise?

These Eastern Caribbean cruises often include stops at Grand Turk, Antigua, St. Lucia, St. Thomas, St. Maarten, and/or St. Kitts. Some cruise lines even have their own private ports, such as Royal Caribbean's Labadee, on the coast of Haiti, and Amber Cove, Carnival's port in the Dominican Republic.

U.S. origin ports are mostly located in the southeast U.S., and departure cities include Tampa, New Orleans, Fort Lauderdale, Miami, and Galveston.

What Cruise Lines Go to the Eastern Caribbean?

Eastern Caribbean cruises are offered by several popular cruise lines, such as:

  • Royal Caribbean
  • Celebrity
  • Norwegian
  • Princess
  • Carnival
  • Holland America

Best Time to Travel to the Eastern Caribbean

When you travel to the Eastern Caribbean, you don't have to worry so much about the time of year you travel because you will experience lovely, warm weather all year. The high season is between December and April, and the best time to get Eastern Caribbean cruise deals is late summer and fall.

Eastern Caribbean Cruise Itineraries and Ports

These are some of the most popular stops included in the best Eastern Caribbean cruise itineraries:

  1. Bahamas: Nassau is home to the Straw Market, full of shopping opportunities and souvenirs. Paradise Island is famous for its beaches and has plenty of rentals for water sports.
  2. St. Thomas: This island has loads of duty-free shopping opportunities and one of the most-loved Caribbean beaches, Magens Bay.
  3. St. Maarten: You'll find both Dutch and French culture here along with many chances to buy duty-free jewelry and liquor. There are also plenty of fine dining opportunities.

Eastern Caribbean Cruise Tips

  • Consider renting a car while in port; it's usually affordable and will give you more freedom to take your own excursions. You may want to plan in advance of your cruise because cars can go quickly if several cruise ships are in port.
  • Don't worry if a port seems tourist-y: You can always find more secluded areas and beaches with a little planning. This is where a rental car can help you get off the beaten path.
  • Look out for pickpockets while you're in port. A cross-body bag can help deter theft.
  • Realize that the culture is different on the islands, and go with the flow. For instance, some beaches may allow beachgoers to be nude or topless. If you want to avoid these, a little research goes a long way.