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Relax on the beaches of the Caribbean

Leeward Islands Beach Trips

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Embark on an unforgettable journey to the captivating beaches of the Leeward Islands in the Caribbean and experience a vacation like no other. From crystal clear waters and white sand to vibrant culture and local cuisine, these 13 hand-picked tours offer something for every traveler in 2025 and 2026. Dive into hidden coves, explore colorful coral gardens, or relax on secluded beaches as you soak up the sun. With unforgettable views, unique activities, and beautiful islands waiting to be explored, this is a once-in-a-lifetime opportunity that you don't want to miss out on! Contact one of Adventure Life's tour specialists today to plan your next seamless trip!
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    • Leeward Islands
St Barts harbor view
$7,990
2-for-1
EXPLORE

Caribbean Yachting Discovery

St John's - San Juan - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Barbuda's pink beaches
  • Discover Deshaies’ architecture
  • Visit Gustavia’s charming boutiques
  • Experience Virgin Gorda’s baths
Starts / Ends:
St. John's / San Juan
Activities:
Hiking, Local Market Visits, Urban Exploration
Activity Level:
Variable
Embark on an 8-day cruise aboard the Emerald Azzurra, beginning in Antigua, an island celebrated for its rich history and stunning beaches. Sail to Barbuda, where tranquil pink-sand beaches and crystal-clear waters await. Explore Iles des Saintes, a picturesque archipelago renowned for its …
Cruise Details
0
Gustavia Harbor in St. Barths
$7,590
2-for-1
EXPLORE

Eastern Caribbean with St. Barths

Marigot - Bridgetown - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Bridgetown's culture
  • Stroll Gustavia's colorful streets
  • Admire Marigot’s scenic coastline
  • Savor Soufriere's delicious cuisine
Starts / Ends:
Marigot / Bridgetown
Activities:
Small Ship Sailing, Village Visits, Wildlife Viewing
Activity Level:
Variable
Embark on an 8-day cruise departing from Marigot aboard the Emerald Azzura. This journey includes visiting Anguilla, which is celebrated for its unspoiled white-sand beaches and vibrant coral reefs. Next, explore Gustavia, known for its charming, colorful houses and distinctive architecture. The …
Cruise Details
0
Relax on the sunny beaches of the Caribbean
$7,590
2-for-1
EXPLORE

Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Bridgetown's culture
  • Stroll Gustavia's colorful streets
  • Admire Marigot’s scenic coastline
  • Savor Soufriere's delicious cuisine
Starts / Ends:
Bridgetown / Marigot
Activities:
Small Ship Sailing
Activity Level:
Variable
Embark on this 8-day Caribbean cruise aboard the Emerald Azzurra, beginning in Barbados. Relax with a rejuvenating mud bath or soak in the therapeutic hot springs of Soufriere. Explore the UNESCO-listed Nelson’s Dockyard in Falmouth Harbor and unwind on the serene beaches of Iles des Saintes. …
Cruise Details
0
Stroll along the beautiful beaches of the Caribbean
$8,150
EXPLORE

The Essential of the Caribbean

Fort-de-France Roundtrip - 13 Day Itinerary aboard Le Champlain
  • Cruise in West Indies
  • Visit heritage sites
  • Discover British Virgin Islands
  • Private beach day in Mayreau
Starts / Ends:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruises, Snorkeling
Activity Level:
Variable
You begin your voyage in St. Kitts, a volcanic island known for its excellent sandy beaches and rich colonial history. Your cruise then docks in Anguilla before continuing west to the British Virgin Islands, which have gorgeous landscapes. Then, sail to Saint Barthelemy and the enchanted setting of …
Cruise Details
0
Soufriere bay, St Lucia
$5,200
EXPLORE

Pearls of the Caribbean

Roundtrip Fort-de-France - 9 Day Itinerary aboard Le Bellot
  • 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:
Variable
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Bellot 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 garrison. Visit …
Cruise Details
0
White Sand Beach in Barbados
$1,700
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:
Variable
Join the Royal Clipper on this 8-day cruise through the Grenadine 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
Learn about the history of the Caribbean
$2,480
EXPLORE

Western Antilles

Saint Martin to Barbados - 8 Day Itinerary aboard SH Vega
  • Explore Philipsburg, Sint Maarten
  • Discover the town of Gustavia
  • Explore the village of Deshaies
  • Admire the Pitons in Soufriere
  • Discover Saint-Pierre, Martinique
  • Explore Bridgetown, Barbados
Starts / Ends:
Philipsburg / Bridgetown
Activities:
Archaeological Site Visits, Kayaking, Small Ship Cruises, Village Visits
Activity Level:
Variable
Experience the best of the Caribbean with this 8-day itinerary. Start your trip in Philipsburg, Sint Maarten, and soak in the vibrant atmosphere of this Dutch capital. Enjoy the lively beachfront establishments, excellent shopping, and stunning beaches like Great Bay and Little Bay. In Gustavia, …
Cruise Details
0
Play on the famously beautiful beaches of St. Barth's
$11,595
EXPLORE

Enjoy Caribbean Rhythms at the Turn of the Year

Caribbean: Round-trip Philipsb - 15 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 / St. Barth
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Variable
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
0
Enjoy the beautiful blue Caribbean
$21,340
2-for-1
EXPLORE

Discover Eastern Caribbean & Grenadines

Marigot - Bridgetown - 15 Day Itinerary aboard Emerald Sakara
  • Experience Falmouth's historic port
  • Discover Soufriere's Sulfur Spring
  • Visit Falmouth Harbour in Antigua
  • Explore Nelson’s Dockyard
Starts / Ends:
Marigot / Bridgetown
Activities:
Small Ship Sailing, Snorkeling, Village Visits
Activity Level:
Variable
Join this 15-day cruise starting in Marigot aboard the Emerald Sakara. Discover Anguilla, a low-lying paradise renowned for its pristine white-sand beaches and vibrant coral reefs. Marvel at the historic UNESCO-listed Nelson’s Dockyard in Falmouth Harbor and uncover the charm of Bequia …
Cruise Details
0
Experience laid-back Marigot
$15,980
2-for-1
EXPLORE

Discover Eastern Caribbean & Grenadines

Marigot - Bridgetown - 15 Day Itinerary aboard Emerald Azzurra
  • Explore Anguilla, serene landscapes
  • Savor Barbados’s cultural delights
  • Visit Antigua’s historic dockyard
  • Stroll Nevis’s serene beaches
Starts / Ends:
Marigot / Bridgetown
Activities:
Small Ship Cruises, Snorkeling, Village Visits
Activity Level:
Variable
Embark on a 15-day cruise from Marigot aboard an Emerald Azzurra. Discover the serene beauty of Anguilla, which is celebrated for its pristine white-sand beaches and vibrant coral reefs. Explore the historic charm of UNESCO-listed Nelson’s Dockyard in Falmouth Harbor and uncover the tranquil …
Cruise Details
0
Relax on the shores of the Caribbean
$15,180
2-for-1
EXPLORE

Discover Eastern Caribbean & Grenadines

Bridgetown - Marigot - 15 Day Itinerary aboard Emerald Sakara
  • Experience Falmouth's historic port
  • Discover Soufriere's Sulfur Spring
  • Visit Falmouth Harbour in Antigua
  • Explore Nelson’s Dockyard
Starts / Ends:
Bridgetown / Marigot
Activities:
Small Ship Sailing, Snorkeling, Village Visits
Activity Level:
Variable
Set sail on a 15-day Caribbean cruise, beginning in Bridgetown aboard the Emerald Sakara. Explore Port St. Charles, a picturesque marina with breathtaking views of the aquamarine Caribbean Sea, and savor the tranquility of Bequia Island, a serene haven untouched by bustling tourism. Journey through …
Cruise Details
0
Pelicans hanging out in the ocean
$9,658
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:
Variable
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 this extraordinary and historic yacht for an 8-day voyage that brings you into lesser-known ports of the "Old Caribbean" and offers …
Cruise Details
0
Gatun Lock of the Panama Canal
$3,830
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:
Variable
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
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