Top 10 Small Ship Cruises of the Greater Antilles for 2021

Enjoy Central America and the Caribbean on this 15-day sailing adventure from Colon to Havana aboard your luxury sailing schooner the Sea Cloud II. Enjoy sandy beaches, explore marine animals and rainforest or simply be amazed at different UNESCO World Heritage Sites

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Zakim Bridge reflection on the Charles River in Boston

East Coast USA Adventure

Boston to Nassau
9 Days from $7,895

Tracing more than 3,200 kilometers down the graceful eastern coast of the USA and into the shimmering Caribbean, this voyage is perfect for those who enjoy the stunning coastal scenery and alluring architecture.

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Fort Lauderdale to Bridgetown

Fort Lauderdale to Bridgetown
11 Days from $4,700

Discover the Caribbean on this 11-day sailing adventure. Visit the colorful small cities and the exceptional beaches this archipelago is famous for as you sit back and relax while sailing one of the most exclusive regions in the world aboard the Silver Whisper.

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Southern Coastal Charm

Roundtrip Amelia Island
12 Days from $4,699

Join this 12-day cruise and discover Southern Coastal Charm from Amelia Island roundtrip aboard M/V Victory I.

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Santo Domingo and Caribbean treasures : Santo Domingo - Fort-de-France

Santo Domingo - Fort-de-France
13 Days from $6,070

From Santo Domingo to Fort-de-France, succumb to the charms of the Caribbean aboard a new 13-day cruise with PONANT. Antilles aboard Le Dumont-d’Urville will be an opportunity for swimming and unforgettable discoveries in an exceptional setting.

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Boston, MA to Nassau, Bahamas

Boston to Nassau
16 Days from $5,599

From the historic South to pristine beaches, a 16-day voyage from the Southeast coast to The Bahamas aboard M/V Victory I delivers just the right balance of excitement and relaxation.

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Bahamas Sailing Adventure

7 Days from $1,399

Board the luxurious sailing schooner Liberty Clipper in Nassau for a 7-day roundtrip cruise of the Bahamas, then explore the extensive Exumas archipelago and the Out Islands, including Eleuthera. Daily shore excursions include snorkeling, kayaking, and paddle boarding in crystal turquoise waters, or optional cultural and wildlife tours.

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Best Luxury Small Ship Cruises of the Greater Antilles

All Greater Antilles Luxury Tours

Fort Lauderdale to Bridgetown

Fort Lauderdale to Bridgetown
11 Days from $4,700

Discover the Caribbean on this 11-day sailing adventure. Visit the colorful small cities and the exceptional beaches this archipelago is famous for as you sit back and relax while sailing one of the most exclusive regions in the world aboard the Silver Whisper.

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Best Small Ship Cruises of the Greater Antilles

Greater Antilles Small Ship Cruises (7 Results)

All Greater Antilles Small Ship Cruises

Galapagos Legend

With four decks, this cruise ship is one of the biggest boats in the Galapagos, offering plenty of amenities and features onboard, but still managing to balance that with a feeling of intimacy and proximity to the natural charms of the Islands. Guests enjoy a casual atmosphere, with only the highest standards of comfort and service.

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Corals

These twin motor yachts will take you on an authentic Galapagos adventure in comfort and style. Panoramic windows, a sun deck, and a shadow deck allow you to experience the Islands in the most intimate way possible. Guests enjoy air- conditioned cabins with private bathrooms.

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Cruise the Galapagos on the Galaxy II ship

EcoGalaxy

The beautiful EcoGalaxy is a new, eco-friendly Galapagos catamaran. Built in 2014, she provides leisurely excursions, optimal comfort, attentive guides, and upgraded, modern social areas. With capacity for just 16 passengers in 8 well-appointed cabins, this is an ideal vessel for your Galapagos cruise.

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M/C Galapagos Endemic

Cruise the Galapagos Islands aboard the M/C Endemic, a glamorous catamaran that provides guests the style and comfort they need to have an adventure of a lifetime! The outer design is sleek, streamlined and attractive: the gentle curves of the hull and decks of the Endemic mimic the unique Galapagos ecosystem.

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Evolution

Named for Darwin's famous theory, the Evolution is a comfortable motor yacht ideal for families or travelers hoping to get in some diving on their Galapagos vacation. The itineraries focus on the natural experience and give you engaging ways to experience what the Islands' first explorers did centuries ago.

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Viking River Cruises

Viking ships showcase innovative engineering, streamlined Scandinavian design and understated elegance. Thoughtfully engineered to get you closer to your destination, they provide unprecedented levels of comfort, including spacious staterooms with full-size verandas, largest suites and al fresco dining.

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Archipell II

The twin sister boat of the Archipel I, this comfortable Galapagos catamaran offers 16 guests stability and comfort in its well appointed cabins and spacious social areas. A friendly crew, gourmet meals, and fun activities complement the luxurious suites, lounge, deck, and bar.

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Grace

Explore the Galapagos in one of the most elegant yachts in the Islands. This boat lives up to its prestigious name with both comfort and service, featuring a sun deck with a Jacuzzi, delicious meals served either inside or in the al fresco dining area, comfortable staterooms, & even a kids' area. Plus, the itineraries highlight the best of nature.

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Anahi

Now known as the Journey I, this catamaran travels to the remote islands and features exciting activities. Guests will enjoy ample social areas both inside and out and well-furnished staterooms and suites. There is also a bar, lounge, and Jacuzzi for your relaxation whenever the ship is anchored.

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Galaxy

The Galaxy is a brand new 16 passenger motor yacht that cruises the Galapagos Islands. This yacht boasts beautiful woodwork, air conditioning and spacious cabins featuring exceptionally flexible cruises of 4, 6, 8, 10, 11 and 15-day itineraries touring the best of Galapagos.

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Active Tours of the Greater Antilles

Cycling through the revolutionary landscape of Cuba

Cuba Multisport

Havana to Havana
7 Days from $3,490

Explore the intriguing island of Cuba on this active 7-day People-to-People multisport tour. Bike, hike, and kayak wild coastal sites and tranquil countryside. Experience great colonial cities including Havana, Cienfuegos, Trinidad, and Sancti Spiritus. Discover Cuba's history, rich traditions, and dynamic present on this Cuba multisport trip.

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Cuba Walking Tour

8 Days from $3,490

Discover natural beauty and rich Cuban heritage on this 8-day People-to-People walking tour in Cuba. Visit Cienfuegos, Trinidad, Playa Larga, Vinales, Havana, and five parks & reserves. Explore by foot and encounter local experts, farmers, and artists as you gain insight into their history, traditions & vibrant culture on this highlights Cuba trip.

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Cuba Kayaking West Tour

8 Days from $3,190

Experience Cuba on a unique land and kayaking program. Discover three of Cuba’s greatest resources: its people, colorful culture, and natural wonders. In Havana, meet the artists, musicians, and historians who are preserving tradition. Explore great colonial cities and pristine marine & terrestrial habitats.

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Greater Antilles Travel Guide

All Greater Antilles Articles

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.

Snorkel and dive in the clear waters of the Caribbean

Caribbean Island Guide

The Caribbean is so much more than sun, sand & surf. Various islands allow travelers to sample regional flavor & local adventures. The close proximity to the U.S. makes the Caribbean a perfect destination for a getaway. Get acquainted with some highlights of specific islands to plan a trip that is perfectly suited for you!

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Vintage car in Jose Marti Square, Cienfuegos, Cuba

Cuba FAQs

Planning a trip to Cuba? Now what? From the best time to visit to entry requirements, this FAQ gives travelers more of an idea of what to expect on a trip to Cuba. We have answered some of the most common traveler questions in hopes of helping you feel better prepared for the adventure.

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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.