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Greater Antilles Small Ship Cruises

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Breathe in the fresh island air of the Caribbean as you explore the Greater Antilles on a luxury small ship cruise. Charming Cuba invites travelers to enjoy myriad activities, from cigar sampling tours to cycling to walking tours of historic sites around the island like Havana and Bay of Pigs. From the tropical island paradise of Puerto Rico, discover the marine wonders of the Caribbean when you snorkel and dive in the reefs and visit the small towns that give these islands their character. Along the way, each small port and the tranquil beach is a perfect mix of cultural immersion, adventure, and relaxation for your Caribbean vacation. Let us know when you're ready to start planning your trip to the Greater Antilles
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Top 7 Small Ship Cruises of the Greater Antilles for 2023-2024

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Best 3 Luxury Small Ship Cruises of the Greater Antilles for 2023-2024

Trip NameSaveFromDaysNext DepartureSummary
Hidden Charms of the CaribbeanSavings$88908Nov 25, 2023Embark on an 8-day Caribbean adventure, sailing from San Juan to St. John's aboard the luxurious Emerald Sakara. Discover the hidden gems of the …
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West Indies Island HoppingSavings$88908Dec 2, 2023Experience the beauty of the islands of the Caribbean on this 8-day West Indies Island Hopping cruise roundtrip San Juan aboard the Emerald Sakara. …
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Hidden Charms of the Caribbean with Chef Ben RobinsonSavings$137908Mar 2, 2024Join this 8-day Hidden Charms of the Caribbean adventure with Chef Ben Robinson aboard the Emerald Sakara. Discover the Caribbean's hidden gems, from …
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4 Best Small Cruise Ships of the Greater Antilles for 2023-2024

Ship NameMax PassengersFromSummary
Sea Cloud II94$4955The Sea Cloud II is a legendary windjammer comparable to her sister ship, the Sea Cloud. Featuring her own unique character, the Sea Cloud II …
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Emerald Sakara100$8890Emerald Cruises brings our award-winning reputation and service to the world?s oceans and coastlines as we introduce Luxury yacht cruising on our …
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Scenic Eclipse II228$19590Scenic Eclipse II is the sistership of Scenic Eclipse I, which is launched in 2023. Eclipse II continues to take ocean cruising to a whole new …
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Scenic Eclipse228$22790Scenic Eclipse is the World's First Discovery Yacht and the first ocean cruise ship from the Scenic fleet. Launched in August 2019, Scenic Eclipse …
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4 Greater Antilles Travel Deals for 2023-2024

Trip NameSaveFromDaysNext DepartureSummary
Hidden Charms of the CaribbeanSavings$88908Nov 25, 2023Embark on an 8-day Caribbean adventure, sailing from San Juan to St. John's aboard the luxurious Emerald Sakara. Discover the hidden gems of the …
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West Indies Island HoppingSavings$88908Dec 2, 2023Experience the beauty of the islands of the Caribbean on this 8-day West Indies Island Hopping cruise roundtrip San Juan aboard the Emerald Sakara. …
0
Hidden Charms of the Caribbean with Chef Ben RobinsonSavings$137908Mar 2, 2024Join this 8-day Hidden Charms of the Caribbean adventure with Chef Ben Robinson aboard the Emerald Sakara. Discover the Caribbean's hidden gems, from …
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Caribbean Sunsets: Turks & Caicos Islands to JamaicaSavings$195909Oct 23, 2023Embark on a 9-day Caribbean cruise, sailing from Nassau to Montego Bay exploring Turks & Caicos Islands, The Bahamas, and Jamaica aboard Scenic …
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Top 10 Active Tours of the Greater Antilles for 2023-2024

Trip NameFromDaysNext DepartureSummary
Caribbean Sunsets: Turks & Caicos Islands to Jamaica$195909Oct 23, 2023Embark on a 9-day Caribbean cruise, sailing from Nassau to Montego Bay exploring Turks & Caicos Islands, The Bahamas, and Jamaica aboard Scenic …
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West Indies Island Hopping$88908Dec 2, 2023Experience the beauty of the islands of the Caribbean on this 8-day West Indies Island Hopping cruise roundtrip San Juan aboard the Emerald Sakara. …
0
Hidden Charms of the Caribbean$88908Nov 25, 2023Embark on an 8-day Caribbean adventure, sailing from San Juan to St. John's aboard the luxurious Emerald Sakara. Discover the hidden gems of the …
0
Hidden Charms of the Caribbean with Chef Ben Robinson$137908Mar 2, 2024Join this 8-day Hidden Charms of the Caribbean adventure with Chef Ben Robinson aboard the Emerald Sakara. Discover the Caribbean's hidden gems, from …
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Cuba Multisport$34907Sep 21, 2023Explore the intriguing island of Cuba on this active 7-day People-to-People multisport tour. Bike, hike, and kayak wild coastal sites and tranquil …
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Cuba Walking Tour$31908Oct 1, 2023Discover natural beauty and rich Cuban heritage on this 8-day People-to-People walking tour in Cuba. Visit Cienfuegos, Trinidad, Playa Larga, …
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Classic Cuba$22455Sep 21, 2023Rolled cigars, rum spiked with sugarcane juice, and colorful vintage cars - these are the icons of Cuba that await you on this 5-day People-to-People …
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Island Odyssey: Bahamas to the Grenadines$2279013Oct 24, 2024Sail on this 13-day Island Odyssey: Bahamas to the Grenadines cruise from Nassau to Bridgetown aboard Scenic Eclipse. Begin the trip in Nassau then …
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Iconic Panama Canal with Top Chef Bryan Voltaggio$198909Oct 31, 2023Embark on a 9-day gastronomic cruise aboard Scenic Eclipse II. This unparalleled exploration of tastes and aromas offers remarkable chances to …
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Sailing on the Warm Trade Wind$49558Dec 14, 2023Sail like Christopher Columbus on the balmy trade winds of the Caribbean, drifting from island to island in blissful relaxation aboard Sea Cloud II. …
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Greater Antilles Travel Guide

What to Know About the Greater Antilles
The Greater Antilles are the largest of the Caribbean Islands, including:
  • Cuba
  • Hispaniola (home to Haiti & the Dominican Republic)
  • Puerto Rico
  • Jamaica
  • Cayman Islands
A number of languages are spoken throughout the Greater Antilles, most with roots in the region's colonial history, including English, Spanish, French, and variations of Creole.

Although it is one geographic region, the cultures of the Greater Antilles are extremely diverse, with different native dishes, religious beliefs, customs, and traditions. Each island is home to its own distinct culture that you will get to know on our tours. 

Are the Greater Antilles part of the West Indies?
The Greater Antilles are part of three major archipelagos that comprise the West Indies, along with the Lesser Antilles and the Lucayan Archipelago.
Highlights of the Greater Antilles
Snorkeling in crystal clear waters, exploring colonial cities, and witnessing diverse wildlife are key parts of every tour. Additionally, some highlights of each island are...
Cuba
  • Stroll the famed Malecon promenade in historic old Havana
  • Snorkel and swim the clear waters of Maria la Gorda
  • Explore the beautiful old town of Cienfuegos
Jamaica
  • Visit banana and sugar plantations near Port Antonio, Jamaica
Dominican Republic
  • Marvel at historic Santo Domingo, the oldest city in the New World
Puerto Rico - Although Puerto Rico is technically a U.S. island territory and not part of the Greater Antilles, many cruises visit popular sites here like San Juan & Culebrita Island.
Best Greater Antilles Small Ship Cruise Lines for 2023-2024
  • Ponant - strives to provide a personalized cruise experience, working diligently to provide you with first-class, intuitive service. Le Dumont-d'Urville cruises the Greater Antilles' gorgeous white-sand beaches and crystalline waters fringed by palm trees.
  • Silversea Cruises - has a fleet of small ships that can access ports where larger vessels cannot. This means its diversified, hand-picked itineraries have the perfect balance of iconic destinations and hidden gems. Silver Wind not only takes you to the best islands in the Greater Antilles, but with a staff-to-guest ratio of almost 1:1, it takes you there in style.
  • American Queen Voyages - ventures off the beaten road to uncover North America's unscripted adventures, sailing through the state of Florida, the closest point on the U. S. mainland to the Greater Antilles. Ocean Voyager and Ocean Navigator offer small-ship cruising with immersive shore excursions and onboard programs aboard similar 202-passenger ships.


 

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