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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
88°F
Rain
Weather icon
chancerain

Saturday

92° 71°
partlycloudy

Sunday

93° 67°
chancerain

Monday

92° 66°
chancerain

Tuesday

87° 66°

191 CRUISES

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10 NIGHT EASTERN CARIBBEAN Cruise

Departing From: New York City

Duration: 10 nights

Ship: Norwegian Getaway (Ship Info)

Port of Call: New York City, Ny, Royal Naval Dockyard, Bermuda, Philipsburg St Maarten, Netherland Antilles, Tortola, British Virgin Islands, San Juan, Pr, Puerto Plata, Dominican Republic, New York City, Ny (Itinerary Details)

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

131332761360810

From

$929

as little as $93.00/night

What's Included?

SAIL SAFE

Norwegian'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
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$979

USD

$1,249

USD

$1,649

USD

$1,899

USD

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$929

USD

$1,199

USD

$1,449

USD

$1,599

USD

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$1,149

USD

$1,349

USD

$1,849

USD

$1,999

USD

Voyager club BEST PRICE GUARANTEE!

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

10 NIGHT EASTERN CARIBBEAN Cruise

Departing From: New York City

Duration: 10 nights

Ship: Norwegian Getaway (Ship Info)

Port of Call: New York City, Ny, Puerto Plata, Dominican Republic, San Juan, Pr, St Thomas, Vi, Tortola, British Virgin Islands, Royal Naval Dockyard, Bermuda, New York City, Ny (Itinerary Details)

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

131331861360810

From

$929

as little as $93.00/night

What's Included?

SAIL SAFE

Norwegian'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
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$929

USD

$1,199

USD

$1,449

USD

$1,599

USD

Voyager club FREE HOLDS

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

52% Off Brochure Price

7 NIGHT EASTERN CARIBBEAN Cruise

Departing From: Baltimore

Duration: 7 nights

Ship: Carnival Legend (Ship Info)

Port of Call: Baltimore, Md, Grand Turk, Princess Cays, The Bahamas, Freeport, The Bahamas, Baltimore, Md (Itinerary Details)

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

12940801410

From $1,949

$939

as little as $134.00/night

What's Included?

SAIL SAFE

Carnival'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
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$939

USD

$1,209

USD

$1,249

USD

$3,204

USD

Voyager club MAKE THE WORLD GREENER

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8 NIGHT EASTERN CARIBBEAN Cruise

Departing From: Port Canaveral

Duration: 8 nights

Ship: Adventure of the Seas (Ship Info)

Port of Call: Orlando (port Canaveral) - Fl, St. Croix - U.s.v.i., Charlotte Amalie - St. Thomas, San Juan - Puerto Rico, Perfect Day Cococay - Bahamas, Orlando (port Canaveral) - Fl (Itinerary Details)

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

138592887110

From

$948

as little as $119.00/night

What's Included?

SAIL SAFE

Royal Caribbean'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
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$948

USD

$1,298

USD

$1,558

USD

$2,528

USD

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10 NIGHT EASTERN CARIBBEAN Cruise

Departing From: New York City

Duration: 10 nights

Ship: Norwegian Getaway (Ship Info)

Port of Call: New York City, Ny, Puerto Plata, Dominican Republic, San Juan, Pr, St Thomas, Vi, Royal Naval Dockyard, Bermuda, Royal Naval Dockyard, Bermuda, New York City, Ny (Itinerary Details)

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

131328361360810

From

$949

as little as $95.00/night

What's Included?

SAIL SAFE

Norwegian'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
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$949

USD

$1,249

USD

$1,499

USD

$1,599

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.