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Nothing feels more like paradise than the turquoise waters and tranquil island cultures of the Caribbean. While many of the most well known cruises are the mammoth floating hotels, the smaller vessels offer the best way to navigate the Caribbean Islands. You will have 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. Many actually prefer the intimate environment. 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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Enjoy a ride around the islands.
$1,399
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
Clear water in the bay
$3,730
EXPLORE

Jewels of the Caribbean

9 Day Itinerary aboard Le Champlain
  • Visit Brimstone Hill Fortress
  • Admire stunning white-sand beaches
  • Discover Dominica Island
  • Swim across the Caribbean waters
Starts/ Ends in:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail toSt. Kitts, a volcanic island with fine sandy beaches and rich colonial heritage. DiscoverSaint-Martin, a small cosmopolitan island that is half-French, half-Dutch. Further west, between the Lesser Antilles and the Greater Antilles,the British Virgin Islandswill offer you idyllic …
Cruise Details
Pelicans hanging out in the ocean
$8,990
Savings
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
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Stand on deck as Sea Cloud’s 30 white sails fill with wind, and measure the passage of time by a distant island’s approach on the horizon.Join thisextraordinary and historic yacht for an 8-day voyage that brings you into lesser-known ports of the "Old Caribbean" and offers the …
Cruise Details
Pink beach huts in the Caribbean
$1,500
Savings
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, 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
St George's Harbor - Grenada
$3,400
EXPLORE

Pearls of the Caribbean

8 Day Itinerary aboard Le Champlain
  • See UNESCO World Heritage Sites
  • Visit the Grenadine Islands
  • Observe marine animals
  • Enjoy the beach on Mayreau Island
Starts/ Ends in:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Champlain on its 8-day cruise combining long, white-sand beaches and the easy Creole way of life. Discover the UNESCO-listed sites in Saint Lucia and the historic center of Bridgetown and its garrison. Visit …
Cruise Details
Tobago
$8,190
EXPLORE

Caribbean and Amazonia

13 Day Itinerary aboard Le Dumont-d'Urville
  • Visit Saint Vincent
  • Discover beautiful landscapes
  • Explore underwater life in the Gren
  • Admire Cayenne´s tropical beauty
Starts/ Ends in:
Fort de France / Cayenne
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling, Spa & Relaxing, Wildlife Viewing
Activity Level:
Relaxed
Set sail on an incredibly diversecruise, taking in Caribbean beaches and excursions into tropical rainforests aboard Le Dumont-d’Urville, from Fort-de-France to Cayenne.Embarking in Martinique, sail to the idyllic beaches ofSaint Vincent and the Grenadines, renowned for the richness of their …
Cruise Details
Bright blue waters of the Caribbean
$1,500
Savings
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, 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
Beautiful beach in Dominica
$2,240
Savings
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, 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
Mountains by the ocean in St Lucia
$1,649
EXPLORE

St. Lucia & Grenada

7 Day Itinerary aboard Mandalay
  • Snorkel & swim with marinelife
  • Visit white sand beaches
  • Enjoy evening activities
  • Watch the Caribbean sunrise
Activities:
Sailing Schooner, Snorkeling
Activity Level:
Relaxed
White sandy beaches, turquoise water, and lush rainforests make the Caribbean an exciting and relaxing cruise experience. Starting on St. Lucia,home to the Piton Peaks and mesmerizing beauty all the way to Grenada.Admiring majestic volcanoes, colorful reefs, and the scent of nutmeg and vanilla on …
Cruise Details
The Pitons in St Lucia
$1,649
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
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Join the S/V Mandalay crew on this 7-day roundtrip sailing adventure starting and ending in St. Lucia, an island known for its beaches and reef-diving sites. Enjoy the winds of the Caribbean, take a turn at the helm, and partake in raising the vessel sails. Experience daily island visits for …
Cruise Details
Bustling port of Fort de France, Martinique
$2,110
Savings
EXPLORE

Ocean Voyage: Fort-de-France - Ponta Delgada

9 Day Itinerary aboard Le Champlain
  • Observe endless horizons
  • Enjoy the comfort of this ship
  • Keep fit in the spa
  • Discover sailing techniques
Starts/ Ends in:
Fort de France / Ponta Delgada
Activities:
Small Ship Cruise, Spa & Relaxing
Activity Level:
Relaxed
On this 9-day cruise, you can admire the waves from the upper deck, keep fit in the spa and make good use of the pool or the gym, share the daily life of the crew, discover sailing techniques and instruments, and enjoy a break from the hectic pace of life. From Fort-de-France, Martinique to Ponta …
Cruise Details
Gatun Lock of the Panama Canal
$4,160
Savings
EXPLORE

Panama Canal: Barbados to Panama

15 Day Itinerary aboard Royal Clipper
  • Explore Bridgetown, Barbados
  • Enjoy Grenada's unique aromas
  • Discover Dutch colonial Curacao
  • Transit the historic Panama Canal
Starts/ Ends in:
Barbados / Balboa
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Royal Clipper takes you to the seas for a stunning adventure packed with incredible experiences starting at the charming port town of Bridgetown, Barbados. Scour the streets of the UNESCO-listed cities of Cartagena de Indias, Colombia, and Willemstad, Curaçao. Swim in the protected, …
Cruise Details
Caribbean beach bar
$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
Starts/ Ends in:
St. Martin / Tortola
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Board the S/V Mandalay in St. Maartenand make your way to Tortola for a 7-day Caribbean sailing adventure. Besides being one of the most scenic islands in the Caribbean, Tortola offers a decidedly cultural and historical side. Visit a selection of islands including, Anguilla, Jost Van Dyke, Norman …
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
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
Dock going out into the crystal blue ocean
$2,340
Savings
EXPLORE

Antigua to Barbados

8 Day Itinerary aboard Royal Clipper
  • Enjoy Grenada's unique aromas
  • Discover Falmouth Harbour, Antigua
  • Enjoy the beach in ÎIes des Saintes
  • Explore lush St. Lucia Island
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Swim and snorkel amidst the beautiful, pristine waters of the Caribbean Sea on this 8-day expedition aboard Royal Clipper. Sail away from your everyday life and find tropical bliss in the islands. From the stunning drama of the spectacular Pitons at St. Luciato the captivating charm of Les Saintes, …
Cruise Details
Gatun Lock of the Panama Canal
$4,160
Savings
EXPLORE

Panama Canal: Panama to Antigua

15 Day Itinerary aboard Royal Clipper
  • Transit the historic Panama Canal
  • Enjoy Grenada's unique aromas
  • Discover Dutch colonial Curacao
  • Swim in paradise in Bonaire
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Royal Clipper takes you to the seas for a stunning adventure packed with incredible experiences starting at the charming port town of Bridgetown, Barbados. Scour the streets of the UNESCO-listed cities of Cartagena de Indias, Colombia, and Willemstad, Curaçao. Swim in the protected, …
Cruise Details
Caribbean
$4,545
EXPLORE

Philipsburg Round Trip

8 Day Itinerary aboard Sea Cloud Spirit
  • Visit the port town of Philipsburg
  • Visit the birthplace of Sanjuaneros
  • Explore the famous ‘Love City’ Cruz
  • Discover the stunning White Bay
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Kayaking, Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Board the Sea Cloud Spirit and start your exciting adventure from the beautiful city of Philipsburg, St. Maarten. Voyage along the idyllic and warm waters of the Caribbean and explore the beauty of each destination. Visit San Juan, Isla Culberita, and Esperanza in Puerto Rico. Explore the beautiful …
Cruise Details
1-18 of 93 Results

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