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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 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
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
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
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
Parque Marti in Cienfuegos, Cuba
$3,781
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
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
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
Mandalay Caribbean Beach
$3,000
EXPLORE

British Virgin Islands

14 Day Itinerary aboard Mandalay
  • Discover the \\\"Island of Spice\\\
  • Rest on Bequia's beaches
  • Snorkel and swim at Mayreau
  • View turtles in their habitat
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling, Village Visit
Activity Level: Relaxed
Sail wherever the wind takes you on this incredible trip aboard a legendary tall ship that shows you exactlywhat it was born to do, with nothing but the wind determining its course and the captain obeying its orders. This 14-day exploration of theBritish Virgin Islands includes visits to …
Cruise Details
Beautiful beach in Dominica
$3,000
EXPLORE

Antigua to Grenada

14 Day Itinerary aboard Mandalay
  • Discover Bequia's landscapes
  • Explore local bars and restaurants
  • Visit St. Lucia's beaches and reefs
  • Snorkel and swim from the boat
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Board the S/V Mandalay in Antigua and disembark in Grenada. As the wind marks the navigation course visit islands like Nevis, Isle Des Saintes, Dominica, St. Lucia, St. Vincent, Bequia, Canouan, Tobago Cays, Mayreau, Union Island, and Grenada. Discover amazing landscapes, local villages, beautiful …
Cruise Details
Beautiful beach in Dominica
$1,360
EXPLORE

Leeward Islands

8 Day Itinerary aboard Star Flyer
  • Visit Dominica Island
  • Snorkel at Iles des Saintes
  • Sail across Rivière Salée
  • Enjoy Gustavia's unique charm
Activities: Sailing Schooner, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
With an island for every taste, the Caribbean is the ultimate place for relaxation. Explore the world-famous white sands and turquoise water throughout the Caribbean Sea. With more than 5,000 islands and cays spread across this amazing region, there’s a lot of paradise to see. Best of all, …
Cruise Details
Dock going out into the crystal blue ocean
$2,800
EXPLORE

Grenada Round Trip

14 Day Itinerary aboard Mandalay
  • Rise early & search for marine life
  • Snorkel in crystal-clear waters
  • Enjoy views of the night
  • Learn to raise the ship's sails
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Sail through turquoise waters, watch for marinelife, and relax on white sand beaches as you escape to these remote islands. This fabulous 14-day voyage offers you an authentic sailing experience giving you the chance to learn how to raise the sails, take a turn at the helm, or just relax on deck! …
Cruise Details
Tropical waterfall and turquoise pool in lush forest
$1,360
EXPLORE

Treasure Islands

8 Day Itinerary aboard Star Flyer
  • Visit Virgin Gorda's famous “Baths”
  • Enjoy the lifestyle of Soper's Hole
  • Walk the streets of Basseterre
  • Relax on famous St. Barts
Activities: Sailing Schooner, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Set a course for the Treasure Islands and the French Riviera of the Caribbean. Discover a treasure trove of breathtaking beaches, old forts, and seaside villages waiting for you. Starting at St Martin, makeyour way to the super-chic St Barths, historic Antigua, and lush Iles des Saintes, Dominica, …
Cruise Details
The beautiful waters of the Caribbean
$1,799
EXPLORE

St. Maarten Round Trip

7 Day Itinerary aboard Mandalay
  • Watch the sunrise from the deck
  • Snorkel in crystal waters
  • Enjoy lunch ashore
  • Join in on the Mandalay Masquerade
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Board the S/V Mandalay for a once-in-a-lifetime experience that fewothers ever see or even dream of. Partake in raising the sails, take a turn at the helm, or just enjoy the winds of the Caribbean sea filling the sails with new friends aboard. The choice is yours! Visit locations such asSt. …
Cruise Details
1-18 of 52 Results

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