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Choose from one of these hand-picked trips visiting the best Caribbean beaches. Relax in the sun and sand, or enjoy beaches, cruises, snorkeling, small ship cruises, and small ship sailing as you explore Soufriere, Gustavia, Bequia, Bridgetown, and Terre-de-Haut. Contact one of Adventure Life's Caribbean experts for help planning your next beach escape!
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Mountains by the ocean in St Lucia
$4,755
EXPLORE

On the Sunny Side of Life

Philipsburg Roundtrip - 8 Day Itinerary aboard Sea Cloud
  • Visit the port town of Philipsburg
  • Experience St. Barthélemy
  • Explore the town of Terre-de-Haut
  • Tour around Dominica
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Delight yourself with deep volcanic lakes, dense rainforests, waterfalls, and small river courses that form the primordial backdrop of the island’s sugar cane fields and spice plantations. The scent of cloves, cinnamon, and nutmeg hang in the air wherever you go. Admire the Caribbean's …
Cruise Details
0
White Sand Beach in Barbados
$1,620
EXPLORE

Grenadine Islands

8 Day Itinerary aboard Royal Clipper
  • Visit one island in Grenadines
  • Smell the aroma of Grenada
  • Walk and swim at Marigot Bay
  • Taste the spicy Creole cooking
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Join the Royal Clipper on this 8-day cruise through theGrenadine Islands. Embark on an interesting adventure, visiting towns full of contrasts,Bridgetown, Barbados. Then, call on one of the islands of Grenadine, for a blissful, laid-back beach day.From the horseshoe-shaped Carenage at St. …
Cruise Details
0
Dock going out into the crystal blue ocean
$1,660
EXPLORE

Classic Yachtsman Caribbean

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
Starts / Ends:
St. John's / Bridgetown
Activities:
Small Ship Cruises, Small Ship Sailing
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
0
Pelicans hanging out in the ocean
$10,880
EXPLORE

Sailing the Caribbean

8 Day Itinerary aboard Sea Cloud
  • Experience a 4-masted, 30-sail ship
  • Sail into lesser-known ports
  • Explore wildlife, culture, and sea
  • Enjoy the relaxed Caribbean pace
Activities:
Small Ship Cruises, Small Ship Sailing, 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
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Play on the famously beautiful beaches of St. Barth's
$8,195
EXPLORE

Enjoy Caribbean Rhythms at the Turn of the Year

Caribbean: Round-trip Philipsb - 16 Day Itinerary aboard Sea Cloud
  • Snorkel the famed Virgin Gorda
  • See luxurious St. Barthelemy
  • Explore the culture of Grenada
  • Admire beautiful St. Lucia
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Explore the best of the Caribbean on this round-trip cruise from Philipsburg aboard the Sea Cloud sailing ship. From the charming Dutch Colonial port town of Philipsburg, make your way to the British Virgin Islands. Snorkel the famed baths, or simply relax on the white sandy beaches before sailing …
Cruise Details
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Stroll along the beautiful beaches of the Caribbean
$6,785
EXPLORE

Windjammer Rendezvous in the Lesser Antilles

Phillipsburg Roundtrip - 11 Day Itinerary aboard Sea Cloud
  • Visit the port town of Philipsburg
  • Discover the stunning White Bay
  • Explore Cruz Bay in St. John
  • Experience St. Barthélemy
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
Fall in love with the Caribbean region's sun, sand, and culture during this incredible 11-day cruise aboard Sea Cloud. Delight yourself with deep volcanic lakes, dense rainforests, waterfalls, and small river courses that form the primordial backdrop of the island’s sugar cane fields and …
Cruise Details
0
Gatun Lock of the Panama Canal
$3,570
EXPLORE

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:
Small Ship Cruises, Small Ship Sailing, 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
0
Tropical Caribbean Beach in Martinique
$1,620
EXPLORE

Windward Islands Christmas Cruise

8 Day Itinerary aboard Royal Clipper
  • Discover lush St. Lucia Island
  • Enjoy Trafalgar Falls
  • Visit Falmouth Harbour, Antigua
  • View sophisticated Martinique
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
The 439-foot Royal Clipper is the ultimate sea-going experience for sail cruising enthusiasts, combining the grandeur, adventure, and tradition of sailing with the superior service, amenities, and accommodations of the finest modern yacht. Swim and snorkel in the Caribbean Sea's pristine …
Cruise Details
0
Relax on the beaches of the Caribbean
$8,430
EXPLORE

Christmas and New Year in the Caribbean

Fort-de-France - Santo Domingo - 13 Day Itinerary aboard Le Dumont-d'Urville
  • Explore gardens and parks
  • See UNESCO World Heritage Sites
  • Swim in crystal clear waters
  • Learn the history of the region
Starts / Ends:
Fort de France / Santo Domingo
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Board the luxurious Le Dumont-d'Urville to celebrate Christmas and ring in the New Year with this 13-day cruise. Set sail from Fort-de-France and cruise to some of the finest islands in the Caribbean. From the lush rainforest and mountainous terrain of Dominica, to the warm, clear waters of …
Cruise Details
0
Mountains by the ocean in St Lucia
$4,480
EXPLORE

Pearls of the Caribbean

Roundtrip Fort-de-France - 9 Day Itinerary aboard Le Dumont-d'Urville
  • See UNESCO World Heritage Sites
  • Visit the Grenadine Islands
  • Observe marine animals
  • Enjoy the beach on Mayreau Island
Starts / Ends:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Dumont-d'Urville on this 9-day cruise combining long, white-sand beaches and the laid-back Creole way of life. Discover the UNESCO-listed sites in Saint Lucia and the historic center of Bridgetown and its …
Cruise Details
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Boats Moored to the Quay at Bridgetown Harbour
$6,655
EXPLORE

Sailing Together with the Sea Cloud

Caribbean: Bridgetown - Philip - 12 Day Itinerary aboard Sea Cloud II
  • Enjoy ÎIes des Saintes
  • Snorkel along the Union Island
  • Admire volcanic sulphur springs
  • Hike the Morne Gazo trail
Starts / Ends:
Philipsburg / Bridgetown
Activities:
Scuba Diving, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
Join the Sea Cloud II on this fascinating 12-day cruise around the Caribbean. 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. Barthelemy, a top holiday destination for the rich and famous from …
Cruise Details
0
Take in the sights, sounds, and colors of Barbados
$5,640
EXPLORE

Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

Vieux Fort - Bridgetown - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Visit UNESCO World Heritage sites
  • Discover archipelagos of Caribbean
  • Explore landscapes of Indian river
  • See Mayreau's fishes and corals
Starts / Ends:
St. Lucia / Bridgetown
Activities:
Hiking, Land & Sea Exploration, Scuba Diving, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Call at Dominica's Portsmouth Island, which will enchant you with its pristine mountain sceneries and give you a sight of the island's fascinating flora and animals. Continue north to Les Saintes, a little archipelago off the coast of Guadeloupe that is a favorite anchorage spot with …
Cruise Details
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Explore colorful Gustavia
$4,655
EXPLORE

Sailing on the Warm Trade Wind

8 Day Itinerary aboard Sea Cloud II
  • Drift and relax in the Caribbean
  • Live a laid-back lifestyle
  • Enjoy Îles des Saintes' French vibe
  • Enjoy breathtaking sunsets
Starts / Ends:
Philipsburg / Santo Domingo
Activities:
Small Ship Sailing
Activity Level:
Relaxed
Set sail on Sea Cloud II's Caribbean island-hopping cruise for an unforgettable experience of total relaxation!Îles des Saintes offers a taste of French flair. Experience the laid-back barefoot lifestyle of the BVI boat owners.Sundowner offers views of palm trees, volcanoes, and the …
Cruise Details
0
Tropical Caribbean Beach in Martinique
$3,840
EXPLORE

Treasured Islands & Reefs of the Western Caribbean

Fort de France-Fort de France - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Swim in crystal clear waters
  • Explore the Grenadine Islands
  • Observe exceptional seabed
  • Tour Saint Lucia, a UNESCO Site
Starts / Ends:
Fort de France / Fort de France
Activities:
Hiking, Kayaking, Small Ship Cruises, Urban Exploration, Wildlife Viewing
Activity Level:
Relaxed
The easy-going Creole way of life and vast white-sand beaches await you on this 9-day Western Caribbean cruise. Sail from Fort-de-France, the capital of Martinique, to Saint Vincent and the Grenadines to Bequia Island, the "whale-hunting island," as well as its wild and pristine …
Cruise Details
0
White Sand Beach in Barbados
$4,495
EXPLORE

Pirate Islands, Sailors' Haunts and Dream Beaches

9 Day Itinerary aboard Sea Cloud II
  • Explore dream beaches
  • Swim and snorkel on clear waters
  • Enjoy the Caribbean's trade winds
  • Relax on holiday heaven St. Barths
Starts / Ends:
Philipsburg / Dominican Republic
Activities:
Scuba Diving, Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
Join the Sea Cloud II on this fantastic nine-day cruise around the Caribbean. Exchange the winter blues for the pastels of the Caribbean, sailing into the sun along famous pirate routes. Visit Gustavia, located on the well-known St. Barths, a top holiday destination for the rich and famous from …
Cruise Details
0
Kayaking in Cuba
$3,190
EXPLORE

Cuba Kayaking West Tour

8 Day Itinerary
  • See Cuba's great cities
  • Visit the Bay of Pigs
  • Kayak and snorkel in Cuba
  • Enjoy unique architecture & cuisine
Activities:
Homestay, Kayaking, Land, Snorkeling
Activity Level:
Easy Active
The world’s fascination with Cuba has lasted for many generations, and for good reason. Cuba is a cultural hub, with a mix of descendants of indigenous people, European immigrants, and slaves. The country's music and art draw from these diverse influences. Cuba has also exerted an …
Tour Details
0
Enjoy the clear blue waters of the Canary Islands
$4,060
EXPLORE

Ocean Crossing

Malaga-Barbados - 25 Day Itinerary aboard Star Clipper
  • Visit Malaga
  • Explore Casablanca
  • Discover Canary Islands
  • Enjoy Santa Cruz
Starts / Ends:
Malaga / Bridgetown
Activities:
Small Ship Cruises
Activity Level:
Relaxed
Experience the uninhibited thrill of traversing a boundless ocean under sail, without any skills or effort required on your part. Imagine long lazy days at sea chasing the horizon, relaxing under a blanket of stars, and taking in the ocean's salty fragrance. Embarking in the city of Malaga, …
Cruise Details
0
Beautiful red bird, Scarlet Ibis, Eudocimus ruber in its typical environment
$9,151
EXPLORE

Caribbean and Brazilian Coasts

Philipsburg to Fortaleza - 13 Day Itinerary aboard SH Vega
  • Walk up to Fort Napoléon
  • Watch colorful exotic birds
  • Visit the Iles du Salut
  • See the spectacular sand dune
Starts / Ends:
Philipsburg / Fortaleza
Activities:
Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Set sail on an adventure that will introduce you to a superlative-defying part of the world. This 12-night Caribbean & Brazilian Coasts takes you from volcanic islands in the Caribbean Sea, along the northeastern coast of Brazil. Starting from Sint Maarten in the Lesser Antilles, you travel to …
Cruise Details
0
1-18 of 24 Results

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