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The Pitons of St. Lucia

Best Small Ship Caribbean Cruises

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Escape the mammoth floating hotels with thousands of tourists and get to know the real Caribbean on a small ship cruise that has exclusive access to the hidden coves, vibrant reefs, & small port cities that the bigger ships simply can't reach. Just because you're on a smaller boat doesn't mean you have to sacrifice luxury, especially on ships like the Ponant or the Voyager. If you want a truly unique and relaxing experience, consider booking your trip on a small sailboat like the Liberty Clipper, the Mandalay, or the Panorama. Adventure Life's team of Caribbean specialists can answer any of your questions about your Caribbean vacation.
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    • Caribbean
Caribbean
$1,599
EXPLORE

Sailing the Grenadines

7 Day Itinerary aboard Mandalay
  • Snorkel in crystal-clear waters
  • Enjoy Bloody Marys at sunrise
  • Partake in nightly activities
  • Rise early & search for marine life
Activities: Sailing Schooner, Snorkeling
Activity Level: Relaxed
Enjoy a week in the Southern Caribbean sailing the Grenadines on board the Mandalay. Cruise through turquoise waters, watch for marinelife, and relax on white sand beaches as you escape to these remote islands. While onboard learn how to raise the sails, take a turn at the helm, or just relax on …
Cruise Details
Enjoy a ride around the islands.
$1,299
EXPLORE

Bahamas Sailing Adventure

7 Day Itinerary aboard Liberty Clipper
  • Explore the Out Islands
  • Learn how to sail and steer
  • Encounter unique wildlife
  • Kayak, snorkel, or paddle board
Activities: Kayaking, Sailing Schooner, Snorkeling, Stand Up Paddle Board, Wildlife Viewing
Activity Level: Relaxed
Set sail for new horizons on a barefoot 7-day cruise in the Bahamas. On the 125-foot schooner, the tall ship Liberty Clipper, explore the Out Islands of the Bahamas from this majestic windjammer. Be welcomed aboard by expert crew who are there for your safety and enjoyment. From qualified Captains …
Cruise Details
The Southeast Peninsula of Saint Kitts with Nevis in the Background
$3,000
EXPLORE

Grenada to St. Maarten

14 Day Itinerary aboard Mandalay
  • Enjoy tours through local villages
  • Visit the small island of Mayreau
  • Snorkel with sea turtles
  • Partake in raising the sails
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling, Village Visit
Activity Level: Relaxed
This 14-day adventure takes you from Grenada to St. Maarten aboard the S/V Mandalay, a true sailing vessel that currently navigates through the Windward and Leeward islands. Begin your sailing adventure in Grenada, known as the "Island of Spice" because of the abundance of locally grown …
Cruise Details
The Capitol in Havana
$10,980
EXPLORE

Circumnavigation of Cuba

14 Day Itinerary aboard Hebridean Sky (ZE)
  • Visit a local family-run farm
  • Explore Rio Canimar's Nature Park
  • Admire Cuba's historical sites
  • Enjoy the Museum of Natural History
  • Join unique adventure options
Activities: Hiking, Horseback Riding, Small Ship Cruise, Snorkeling, Village Visit, Wildlife Viewing
Activity Level: Relaxed
Delight yourself with magnificent Cuban culture in this 14-day circumnavigation of the charming island. Explore all the wonders this exclusive region has to offer with its historical buildings and paradisical white-sand beaches.Stroll the atmospheric streets of Havana to discover stunning colonial …
Cruise Details
Anses d'Arlet village, Martinique, West Indies
$9,595
EXPLORE

Caribbean: Round-trip Bridgetown 2017

15 Day Itinerary aboard Sea Cloud II
  • Enjoy luxurious St. Barts
  • Discover the ÎIes des Saintes
  • Snorkel the Tobago Cays
  • Visit Grenada, the island of spice
Activities: Sailing Schooner, Snorkeling
Activity Level: Relaxed
Spend the holidays on thisunforgettable 15-day cruise exploring Caribbean hotspots. Enjoy stunning volcanic sceneries and island hideaways on the sunny side of the Lesser Antilles and the Grenadines. Discover the unique charm of this exclusive region - with more than 60 islands and reefs (of which …
Cruise Details
Enjoy a blissful snorkeling trip.
$8,095
EXPLORE

Caribbean: Barbados to Antigua

12 Day Itinerary aboard Sea Cloud
  • Admire Port Elizabeth on Bequia
  • Snorkel the Tobago Cays
  • Explore the Brimstone Hill Fortress
  • Enjoy ÎIes des Saintes
Activities: Sailing Schooner, Small Ship Cruise
Activity Level: Relaxed
Enjoy the spectacular pastels of the Caribbean while sailing into the sun along famous pirate routes. When the Sea Cloud meets the Sea Cloud II against an exquisite Caribbean backdrop and they sail together, there is a real sense of joy at the reunion of these two ships. One moment, the windjammers …
Cruise Details
The Pitons of St. Lucia
$12,980
EXPLORE

Hidden Gems of the Caribbean

12 Day Itinerary aboard Le Ponant (ZE)
  • Visit little-explored Grenadines
  • Seek out a variety of endemic birds
  • Snorkel or dive to discover reefs
  • Learn the history of the islands
Activities: Hiking, Scuba Diving, Snorkeling, Village Visit, Wildlife Viewing
Activity Level: Relaxed
Explore the lesser-known island gems of the eastern Caribbean on an itinerary exclusively designed to take you far from the standard cruise ship routes. Join Le Ponant on this 12-day journey, discovering several of the idyllic islands thatcomprise the little-explored Grenadines, an island chain in …
Cruise Details
The Pitons of St. Lucia
$6,595
EXPLORE

Caribbean: Round-trip Barbados

10 Day Itinerary aboard Sea Cloud
  • Discover the Argyle waterfall
  • Hike the Morne Gazo trail
  • Snorkel the Tobago Cays
  • Visit volcanic sulphur springs
Activities: Hiking, Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
This wonderful 10-day cruise has everything you're looking for to make your Caribbean experience unforgettable, offering picture-perfect beaches,deep volcanic lakes, dense rainforests, and waterfalls. Visit snorkelers’ paradise in the Tobago Cays, where its famous Horseshoe Reef encloses …
Cruise Details
Caribbean
$6,895
EXPLORE

Caribbean: Barbados to Antigua

12 Day Itinerary aboard Sea Cloud II
  • Visit a turtle sanctuary on Bequia
  • Snorkel along the Tobago Cays
  • Admire volcanic sulphur springs
  • Discover the famous Baths
Activities: Hiking, Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Exchange the winter blues for the pastels of the Caribbean, sailing into the sun along famous pirate routes. Visit Gustavia, located on well-known St Barthélemy, a top holiday destination for the rich and famous from around the world. Its red roof houses nestled into the green hills look …
Cruise Details
A green heron found in the Caribbean
$6,995
EXPLORE

Caribbean: St. John's to Bridgetown

11 Day Itinerary aboard Sea Cloud II
  • Explore Virgin Gorda
  • Enjoy sophisticated St. Barthélemy
  • Discover Port Elizabeth, Bequia
  • Visit charming Dominica
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Join this exclusive 11-day adventure, admire the blue waters of the region, and disembark daily to discover small towns with cobbled streets and amazing European style - the Caribbean Islands are a real dream destination. People from all over the world dream of their perfect tropically warm waters …
Cruise Details
Snorkel in the Baths of the Virgin Islands
$6,995
EXPLORE

Caribbean: Antigua to Barbados

11 Day Itinerary aboard Sea Cloud II
  • Explore Brimstone Hill Fortress
  • Visit a botanical garden
  • Snorkel along the Tobago Cays
  • Hike the Morne Gazo trail
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Join the Sea Cloud II on this 11-day cruise discovering Caribbean hot spots. Enjoy exclusive picture-perfect beaches, deep volcanic lakes, dense rainforests, amazing waterfalls, and small river courses that form the primordial backdrop of the island’s sugar cane fields and spice plantations. …
Cruise Details
Snorkel in the Baths of the Virgin Islands
$4,699
EXPLORE

Charlotte Amalie to Charlotte Amalie

8 Day Itinerary aboard SeaDream II
  • Ride a jet above St. Thomas
  • Visit The Baths at Virgin Gorda
  • Enjoy the ambience of White Bay
  • Hike Saba's Crispeen Track
Activities: Biking, Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level: Relaxed
Join the SeaDream ll on the journey of a lifetime across the Caribbean, starting and ending at the incredible island of St.Thomas and exploring this wonderful archipelago. Ecologically and culturally recognized for its pure beauty, this magical destination is among the world’s most …
Cruise Details
Snorkel in the shallows of the Caribbean as you sail its tropical waters
$4,699
EXPLORE

Marigot to Bridgetown via Anguilla

8 Day Itinerary aboard SeaDream I
  • Explore St. Lucia by helicopter
  • Zip-line across St. Martin
  • Discover the Southern Grenadines
  • Snorkel at St. Barts
Activities: Fishing, Helicopter Tour, Hiking, Kayaking, Scuba Diving, Snorkeling, Wildlife Viewing, Zip Line
Activity Level: Relaxed
Explore Caribbean hotspots on this unique 8-day adventure cruising between Marigot to Bridgetown. Visit St. Martin and spend your day finding the perfect fishing spot forblue marlin, tuna, swordfish, mahi-mahi, white marlin, sailfish, wahoo, barracuda, and more! Discover the benefits of paddling a …
Cruise Details
A snorkeler walking along a white sandy beach.
$4,895
EXPLORE

Caribbean: Round-trip Antigua

8 Day Itinerary aboard Sea Cloud II
  • Visit a turtle sanctuary
  • Snorkel the Tobago Cays
  • Explore Cabrits National Park
  • Enjoy ÎIes des Saintes
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Caribbean joie de vivre, nature in all its glory, and French holiday flair. For many, life under water is a fascinating world – one that becomes even more magical the closer you get. The Tobago Cays’ Horseshoe Reef is such a place. This horseshoe-shaped coral reef encloses four small …
Cruise Details
Vintage car in Jose Marti Square, Cienfuegos, Cuba
$3,412
EXPLORE

Cienfuegos to Havana: People to People

8 Day Itinerary aboard M/Y Callisto
  • Engage with musicians of Cienfuegos
  • Visit Guanahacabibes National Park
  • Tour Spanish colonial Trinidad
  • Explore historic Old Havana
Activities: Archaeological Sites, Small Ship Cruise, Snorkeling, Urban Exploration
Activity Level: Relaxed
It has never been so easy to go back in time to a place rooted in culture and history, where the people are as warm and welcoming as the climate. Discover Cuba's land and people on this 8-day cruise, including vibrant Havana and its amazing Old Town, Cienfuegos with its neoclassical French …
Cruise Details
Parque Marti in Cienfuegos, Cuba
$3,412
EXPLORE

Havana to Cienfuegos: People to People

8 Day Itinerary aboard M/Y Callisto
  • Explore old Havana
  • Visit Trinidad, a colonial city
  • Snorkel at Maria La Gorda
  • Journey through Cienfuegos
Activities: Archaeological Sites, Local Market, Small Ship Cruise, Snorkeling, Urban Exploration
Activity Level: Relaxed
Explore the western part of the island nation famous for its culture, music, warm people, and art on this 8-day people-to-people cruise.Go back in time to a place rooted in culture and history, where the people are as warm and welcoming as the climate, and visit Havana, Maria La Gorda, Isla …
Cruise Details
Pink beach huts on tropical Antigua island
$1,420
EXPLORE

Windward Islands

8 Day Itinerary aboard Royal Clipper
  • Explore lush St. Lucia Island
  • Hike to Trafalgar Falls
  • Discover Falmouth Harbour, Antigua
  • Visit sophisticated Martinique
Activities: Sailing Schooner, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
For connoisseurs of sail cruising, the 439-foot Royal Clipper offers the ultimate sea-going experience, balancing the grandeur, adventure and tradition of sailing with the superb service, amenities, and accommodations of the finest modern yacht. Swim and snorkel amidst the beautiful, pristine …
Cruise Details
Beautiful beach, Tobago Cays
$1,420
EXPLORE

Grenadines

8 Day Itinerary aboard Royal Clipper
  • Explore Bridgetown, Barbados
  • Take in Grenada's unique aromas
  • Snorkel in Tobago Cays
  • Admire Bequia's waterfront
Activities: Sailing Schooner, Scuba Diving, Snorkeling
Activity Level: Relaxed
Experience tropical life with a refined twist on this incredible 8-day cruise aboard the tall ship Royal Clipper. Lush mountains, rain forests, volcanic crater lakes, mangroves, beautiful beaches, and delicate coral reefs are hallmarks of this coveted destination. Enjoy a wonderful journey of …
Cruise Details
1-18 of 61 Results

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