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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
53°F
Clouds
Weather icon
partlycloudy

Thursday

60° 43°
mostlycloudy

Friday

74° 48°
chancerain

Saturday

78° 65°
chancerain

Sunday

73° 67°

174 CRUISES

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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, Ocean Cay Msc Marine Reserve,bahamas, , Ocho Rios, Jamaica, George Town, Cayman Islands, Cozumel, Mexico, , Miami, Florida (Itinerary Details)

Best For: No Style Attached.

13540649821512710

From

$749

as little as $54.00/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
$749

USD

$1,129

USD

$1,469

USD

$2,429

USD

Voyager club DO YOU HAVE A FUTURE CRUISE CREDIT?

Redeem your future cruise credit with CruiseDirect. Speak to an Advisor today 1-888-407-2784

5% Off Brochure Price

8 NIGHT EASTERN CARIBBEAN Cruise

Departing From: Baltimore

Duration: 8 nights

Ship: Carnival Legend (Ship Info)

Port of Call: Baltimore, Md, Princess Cays, The Bahamas, Grand Turk, Amber Cove, Dominican Republic, Baltimore, Md (Itinerary Details)

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

13074791410

From $789

$749

as little as $94.00/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
  • Cruise Promotion
  • Cruise Promotion
$749

USD

$849

USD

$989

USD

$2,524

USD

Voyager club BEST PRICE GUARANTEE!

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

10 NIGHT EASTERN CARIBBEAN Cruise

Departing From: Tampa/St.Petersburg

Duration: 10 nights

Ship: Celebrity Constellation (Ship Info)

Port of Call: Tampa - Florida, Puerto Plata - Dominican Rep, Charlotte Amalie - St. Thomas, Basseterre - St Kitts & Nevis, Philipsburg - St. Maarten, San Juan - Puerto Rico, Tampa - Florida (Itinerary Details)

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

125987422110

From

$750

as little as $75.00/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
$750

USD

$1,089

USD

$1,472

USD

$4,802

USD

  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
  • Cruise Promotion
$900

USD

$1,100

USD

$1,400

USD

$4,337

USD

Voyager club MAKE THE WORLD GREENER

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

4 NIGHT EASTERN CARIBBEAN Cruise

Departing From: San Juan

Duration: 4 nights

Ship: Disney Magic (Ship Info)

Port of Call: San Juan, St. Thomas,u.s. Virgin Is, , Castaway Cay, Port Of Miami (Itinerary Details)

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

134293243210

From

$752

as little as $188.00/night

What's Included?

SAIL SAFE

Disney'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
$752

USD

$796

USD

$988

USD

$2,232

USD

Voyager club FREE HOLDS

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

10 NIGHT EASTERN CARIBBEAN Cruise

Departing From: Tampa/St.Petersburg

Duration: 10 nights

Ship: Celebrity Constellation (Ship Info)

Port of Call: Tampa - Florida, San Juan - Puerto Rico, Philipsburg - St. Maarten, St. Johns - Antigua, Charlotte Amalie - St. Thomas, Puerto Plata - Dominican Rep, Tampa - Florida (Itinerary Details)

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

127200722110

From

$753

as little as $75.00/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
$753

USD

$864

USD

$1,032

USD

$4,007

USD

Voyager club DO YOU HAVE A FUTURE CRUISE CREDIT?

Redeem your future cruise credit with CruiseDirect. Speak to an Advisor today 1-888-407-2784

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.