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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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Grenada at night - Mandalay
$1,599
Save $800
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
Board the Mandalay and experience the Caribbean few others will 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 as you sail the turquoise waters of the Grenadines.
Activities: Sailing Schooner, Snorkeling
Places: Carriacou, Grenada, Mayreau, Sandy Island, Tobago Cays, Union Island
Cruise Details
Kayaking through crystal clear waters.
$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
Board the 125-foot schooner, Liberty Clipper, and explore the Out Islands of the Bahamas. Sail through beautiful blue waters as dolphins play alongside the ship. Head ashore each day and enjoy snorkeling, kayaking, paddle boarding, or choose to explore the local culture and wildlife.
Activities: Kayaking, Sailing Schooner, Snorkeling, Stand Up Paddle Board, Wildlife Viewing
Places: Caribbean, Eleuthera Island, Nassau, The Exumas
Cruise Details
Snorkel the clear, tropical waters
$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
Discover the charm of the Caribbean islands on this 14-day sailing adventure on the S/V Mandalay. Visit local islands and stunning sandy beaches with breathtaking views as you cruise through Grenada, Carriacou, Union Island, Mayreau, Tobago Cays, Canouan, Bequia, and St. Maarten.
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling, Village Visit
Places: Anguilla, Bequia, Canouan Island, Carriacou, Grenada, Mayreau, Nevis, St. Barth, St. Kitts, St. Lucia, St. Martin, St. Vincent des Grenadines, Tobago Cays, Union Island
Cruise Details
Snorkelling the warm waters
$8,640
EXPLORE

Sailing the Caribbean

8 Day Itinerary aboard Sea Cloud (LI)
  • Experience a 4-masted, 30-sail ship
  • Sail into lesser-known ports
  • Explore wildlife, culture, and sea
  • Enjoy the relaxed Caribbean pace
While there are many ways to experience the Caribbean, exploring aboard an authentic square-rigger tall ship offers an unrivaled experience and guarantees you an in-depth encounter with all its wonders.
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling, Wildlife Viewing
Places: Antigua, Bequia, Dominica, Grenadines, Iles des Saintes, St. Lucia
Cruise Details
A green heron found in the Caribbean
$6,255
EXPLORE

Caribbean: Antigua to Barbados

11 Day Itinerary aboard Sea Cloud
  • Explore Virgin Gorda
  • Snorkel and swim at Tobago Cays
  • Discover Port Elizabeth, Bequia
  • Enjoy sophisticated St Barthélemy
Follow famous pirate trails and sail along the trade winds to the Lesser Antilles and the British Virgin Islands on this amazing 11-day cruise. Sail from Antigua all the way to Barbados aboard the Sea Cloud.
Activities: Sailing Schooner, Snorkeling
Places: Antigua, Bequia, Bridgetown, Gustavia, Iles des Saintes, Jost Van Dyke, Soufriere, Tobago Cays, Union Island, Virgin Gorda
Cruise Details
Explore the small island of Virgin Gorda as you sail the Caribbean
$6,255
EXPLORE

Caribbean: Santo Domingo to Antigua

11 Day Itinerary aboard Sea Cloud
  • Discover the Maravillas Caves
  • See “The Baths” granite formations
  • Sail Sir Francis Drake Channel
  • Visit Cabrits National Park
Explore the natural beauty of the Caribbean on this 11-day cruise sailing from Santo Domingo, Dominican Republic to St. John's, Antigua aboard the Sea Cloud.
Activities: Hiking, Sailing Schooner, Wildlife Viewing
Places: Antigua, Cabrits, Gustavia, Iles des Saintes, Jost Van Dyke, La Romana, Santo Domingo, Virgin Gorda
Cruise Details
Promenade in Bridgetown, Barbados
$6,245
EXPLORE

Caribbean: Round-trip Bridgetown

15 Day Itinerary aboard Sea Cloud II
  • Visit Cabrits National Park in Domi
  • Enjoy the magical Argyle Waterfall
  • Discover Bequia's turtle sanctuary
  • Snorkel at Tobago Cays
Join the Sea Cloud ll on this 15-day sailing adventure from Bridgetown, Barbados. Clear your mind in this paradisaical destination that mixes adventure and relaxation perfectly.
Activities: Hiking, Sailing Schooner, Snorkeling, Wildlife Viewing
Places: Barbados, Bequia, Bridgetown, Cabrits, Falmouth, Gustavia, Iles des Saintes, Man-O-War Bay, Soufriere, Tobago Cays
Cruise Details
The charming streets of Colonial Caribbean
$4,400
EXPLORE

Caribbean: Bridgetown to Bridgetown

8 Day Itinerary aboard Sea Cloud
  • Visit the famous Argyle Waterfall
  • Hike to the top of Morne Gazo
  • Snorkel & swim at Tobago Cays
  • Discover St Lucia Island
Join the Sea Cloud on this amazing 8-day cruise to the Caribbean. Visit Barbados, Grenada, Union Island, St Lucia, Bequia, and more!
Activities: Hiking, Sailing Schooner, Snorkeling, Wildlife Viewing
Places: Bequia, Bridgetown, Man-O-War Bay, Soufriere, Tobago Cays, Union Island
Cruise Details
Tranquil shores on your Virgin Islands cruise
$4,170
EXPLORE

Caribbean: Santo Domingo to Antigua

8 Day Itinerary aboard Sea Cloud II
  • Discover Taino cave paintings
  • Take an excursion to The Baths
  • Sail Sir Francis Drake Channel
  • Enjoy luxurious St Barts
Discover the Lesser Antilles and the British Virgin Islands on this amazing 8-day cruise aboard the Sea Cloud ll. Enjoy the exclusive Caribbean waters as you make your way from hidden pirate bays to a famous jet set island.
Activities: Archaeological Sites, Sailing Schooner, Snorkeling
Places: Antigua, Gustavia, Jost Van Dyke, La Romana, Santo Domingo, Virgin Gorda
Cruise Details
The Pitons of St. Lucia
$3,775
EXPLORE

Caribbean: Round-trip Bridgetown 2017

8 Day Itinerary aboard Sea Cloud II
  • Explore the Argyle Waterfall
  • Discover Grenada Island
  • Swim in the Tobago Cays
  • Visit Old Hegg Turtle Sanctuary
Discover the Caribbean on this 8-day sailing adventure. Delight yourself with the perfect Barbados weather, visit Man-o-War Bay, St. George, Chatham Bay, Port Elizabeth and more on this once-in-a-lifetime cruise aboard the Sea Cloud ll.
Activities: Sailing Schooner, Snorkeling, Wildlife Viewing
Places: Bequia, Bridgetown, Man-O-War Bay, Soufriere, Tobago Cays, Union Island
Cruise Details
An underwater world awaits you
$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
Board the S/V Mandalay for a 14-day true vessel experience discovering the Caribbean islands. Sail through exceptional landscapes and stunning islands with beautiful sandy beaches including Nevis, Isle Des Saintes, Dominica, St. Lucia, St. Vincent, Bequia, Canouan, Tobago Cays, Mayreau, and Union Island.
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Places: Antigua, Bequia, Canouan Island, Carriacou, Dominica, Grenada, Iles des Saintes, Mayreau, Nevis, St. Lucia, St. Vincent des Grenadines, Tobago Cays, Union Island
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
Board the S/V Mandalay in St. Maarten or Tortola and disembark in Tortola or St. Maarten. Discover exceptional views, golden sand beaches, and enjoy water sports opportunities as you navigate through Anguilla, Union Island, Mayreau, Bequia, Carriacou, Tobago Cays and Grenada.
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling, Village Visit
Places: Anguilla, Bequia, Carriacou, Grenada, Jost Van Dyke, Mayreau, Nevis, Peter Island, St. Kitts, St. Martin, Tobago Cays, Tortola, Union Island, Virgin Gorda
Cruise Details
The s/v Mandalay
$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 sky
  • Learn to raise the ship's sails
On the S/V Mandalay, experience a Caribbean few others ever see. 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-found friends aboard. The choice is yours!
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Places: Caribbean, Bequia, Canouan Island, Carriacou, Grenada, Mayreau, St. Lucia, St. Vincent des Grenadines, Tobago Cays, Union Island
Cruise Details
Snorkeling Mandalay
$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
Join this 7-day Caribbean cruise for a unique round-trip sailing adventure from/to St. Maarten. Visit a selection of islands including St. Maarten, St. Barths, Nevis, St. Kitts, Anguilla, Tintamarre, and possibly some other stops along the way!
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Places: Anguilla, St. Barth, St. Kitts, St. Martin
Cruise Details
Diving off the side of the s/v Mandalay
$1,799
EXPLORE

St. Lucia to Antigua

7 Day Itinerary aboard Mandalay
  • Taste early morning delights
  • Snorkel and swim in rich waters
  • Enjoy lunch ashore on the beach
  • Join in on the Mandalay Masquerade
This 7-day Caribbean sailing adventure takes you from St. Lucia to Antigua. As you sail north visit a selection of islands including St. Lucia, Martinique, Iles Des Saintes, Marie-Galante, Montserrat, Nevis, Antigua, and if the wind is on your side, land on other outstanding islands as well.
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Places: Antigua, Iles des Saintes, Marie Galante, Martinique, Montserrat, Nevis, St. Lucia
Cruise Details
Mandalay Raising the Sails
$1,799
EXPLORE

Antigua to St. Maarten

7 Day Itinerary aboard Mandalay
  • Snorkel and swim from the ship
  • Enjoy morning pastries and coffee
  • Gaze at the night sky
  • Sip a rum swizzle
This 7-day sailing voyage from Antigua to St. Maarten explores the highlights of the Caribbean islands, including Nevis, St. Kitts, St. Barths, Anguilla, and St. Maarten. Enjoy on board delights, relax on the top deck looking for wildlife, and participate in water activities such as swimming and snorkeling at the most outstanding islands.
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Places: Anguilla, Antigua, Nevis, St. Barth, St. Kitts, St. Martin
Cruise Details
Sunset of Mandalay Caribbean
$1,799
EXPLORE

British Virgin Islands

7 Day Itinerary aboard Mandalay
  • Look for bird life
  • Snorkel in crystal waters
  • Gaze at the night sky
  • Relax with your favorite book
Experience a 7-day Caribbean cruise aboard the S/V Mandalay boarding in St. Maarten or Tortola and disembarking in Tortola or St. Maarten. Make new friends aboard as you partake in raising the sails, swimming from the ship, or snorkeling in crystal clear waters.
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Places: Anguilla, Jost Van Dyke, Norman Island, Peter Island, Tortola, Virgin Gorda
Cruise Details
Top Deck
$1,799
EXPLORE

Sail to St. Lucia

7 Day Itinerary aboard Mandalay
  • Enjoy morning coffee at sunrise
  • Snorkel & swim in Caribbean waters
  • Sip a rum swizzle
  • Relax on the top deck
Board the S/V Mandalay in St. Lucia for a round-trip 7-day Caribbean cruise. Go where the wind takes you and be prepared to visit a selection of islands like St. Lucia, Martinique, Dominica, Iles Des Saintes, Marie-Galante and possibly some more!
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Places: Dominica, Iles des Saintes, Marie Galante, Martinique, St. Lucia
Cruise Details
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