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Best Caribbean Cruises

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7-night caribbean cruise
$2,967
Windstar Cruises – Wind Surf
4.7 (148)
Departs Jan 30, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,819
Windstar Cruises – Wind Surf
4.7 (148)
Departs Jan 30, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$3,062
Windstar Cruises – Star Legend
4.5 (86)
Departs Jan 31, 2028 from San Juan, Puerto Rico
14-night caribbean cruise
$4,893
Windstar Cruises – Star Legend
4.5 (86)
Departs Jan 31, 2028 from San Juan, Puerto Rico
7-night caribbean cruise
$3,051
Windstar Cruises – Wind Surf
4.7 (148)
Departs Feb 06, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,819
Windstar Cruises – Wind Surf
4.7 (148)
Departs Feb 06, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,893
Windstar Cruises – Star Legend
4.5 (86)
Departs Feb 07, 2028 from San Juan, Puerto Rico
7-night caribbean cruise
$2,967
Windstar Cruises – Wind Surf
4.7 (148)
Departs Feb 13, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,819
Windstar Cruises – Wind Surf
4.7 (148)
Departs Feb 13, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$3,062
Windstar Cruises – Star Legend
4.5 (86)
Departs Feb 14, 2028 from San Juan, Puerto Rico
14-night caribbean cruise
$4,893
Windstar Cruises – Star Legend
4.5 (86)
Departs Feb 14, 2028 from San Juan, Puerto Rico
7-night caribbean cruise
$3,051
Windstar Cruises – Wind Surf
4.7 (148)
Departs Feb 20, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,819
Windstar Cruises – Wind Surf
4.7 (148)
Departs Feb 20, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$3,030
Windstar Cruises – Star Legend
4.5 (86)
Departs Feb 21, 2028 from San Juan, Puerto Rico
7-night caribbean cruise
$2,967
Windstar Cruises – Wind Surf
4.7 (148)
Departs Feb 27, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,819
Windstar Cruises – Wind Surf
4.7 (148)
Departs Feb 27, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$3,365
Windstar Cruises – Star Pride
4.5 (95)
Departs Feb 28, 2028 from Balboa, Panama
7-night caribbean cruise
$3,051
Windstar Cruises – Wind Surf
4.7 (148)
Departs Mar 05, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,819
Windstar Cruises – Wind Surf
4.7 (148)
Departs Mar 05, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$2,967
Windstar Cruises – Wind Surf
4.7 (148)
Departs Mar 12, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$3,030
Windstar Cruises – Star Pride
4.5 (95)
Departs Mar 13, 2028 from San Juan, Puerto Rico
14-night caribbean cruise
$4,893
Windstar Cruises – Star Pride
4.5 (95)
Departs Mar 13, 2028 from San Juan, Puerto Rico
7-night caribbean cruise
$3,062
Windstar Cruises – Star Pride
4.5 (95)
Departs Mar 20, 2028 from San Juan, Puerto Rico
14-night caribbean cruise
$4,893
Windstar Cruises – Star Pride
4.5 (95)
Departs Mar 20, 2028 from San Juan, Puerto Rico
7-night caribbean cruise
$3,030
Windstar Cruises – Star Pride
4.5 (95)
Departs Mar 27, 2028 from San Juan, Puerto Rico

Caribbean Cruises Overview

Sailing the Caribbean onboard a cruise ship is a travel experience complete with turquoise waters, swaying palm trees, white sand beaches, black sand beaches, and even a pink sand beach! The Caribbean consists of a myriad of islands sprinkled all the way from the southern tip of Florida to South America, and cruises to the Caribbean are usually divided into three different regions: Southern Caribbean, Western Caribbean, and Eastern Caribbean.

From the sugar plantations of Antigua to the distinct drums of Jamaica, the Caribbean's location has accumulated influences deriving from Europe, Latin America, and Africa, resulting in a diverse and cultural experience for visitors. Snorkel with stingrays, hike through the El Yunque Rainforest in Puerto Rico, visit the cascading waterfall of Jamaica's Dunn's River Falls, watch the sunset atop a Mayan pyramid, and more.

Enjoy the tranquility of the Caribbean from your balcony while watching dolphins swim as you sail between the islands, and once the ship is in port, continue to relax by lying on an exotic beach. More adventurous travelers can kick it up a notch and try snorkeling amongst colorful fish or zip lining over tropical canopies. For the avid scuba diver, there isn't a better place to dive or snorkel than the Cayman and Virgin Islands with their abundance of fish, colored coral reefs, sea anemones, sting rays, and even sights of old ship wrecks to dazzle the enthusiastic swimmers.

The Caribbean consists of an array of exciting destinations including the hustle and bustle of St. Martin, the sea turtles of the Bahamas, the hidden caves of the British Virgin Islands, the flavors of Costa Rica, and the alluring sands of Aruba. Since the islands of the Caribbean are so distinct, the options are endless on how travelers decide to spend their time during the perfect cruise getaway to the Caribbean.

Latest Articles

Your Guide to a Fun-Filled Day Onboard a Royal Caribbean Cruise
Ready for an unforgettable adventure? From exhilarating waterslides to one-of-a-kind entertainment that you can only experience at sea, here is your guide to experiencing all that Royal Caribbean has to offer for a fun-filled vacation.
Read more
Top 5 Reasons Why Royal Caribbean Is the Perfect Family Cruise Vacation
Get ready to set sail on a fun-filled and adventure-packed cruise onboard a Royal Caribbean ship. From sun-soaked days at Perfect Day at CocoCay to youth programs geared to every age group and more, there is something for everyone to enjoy. Here are the top 5 reasons why it’s the perfect family cruise vacation.
Read more
Top 5 Caribbean Destinations You Can Sail to on the New Celebrity Apex
Celebrity Apex is the newest Celebrity cruise ship with incredible Caribbean itineraries that are available to book today. Check out the top 5 Caribbean destinations you can experience while on your Celebrity Cruises vacation. 
Read more
The Top 5 Ports to Visit on a Dreamy Caribbean Cruise Getaway
From stunning turquoise waters to lush tropical forests and relaxing sandy beaches, explore the top 5 Caribbean cruise ports of Cozumel, San Juan, Bridgetown, Castries, and Grand Turk as you set sail on a tropical getaway. Whether it’s onboard Princess Cruises, Celebrity Cruises, Virgin Voyages, or another amazing cruise line, your escape to paradise awaits.
Read more

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