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Virgin Islands Small Ship Cruises

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Experience the enchanting beauty of the Caribbean Virgin Islands with Adventure Life's array of 14 small ship cruises for 2025. Join us on a cruise journey through the archipelago's vibrant heritage and breathtaking landscapes, from the port town of Philipsburg to Terre-de-Haut. 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. Explore the relaxed Caribbean pace with activities like snorkeling, wildlife viewing, and beach visits. Engage in the vibrant local culture, unwind on pristine beaches, and immerse yourself in the wonders of the Caribbean Sea. Don't miss this opportunity to delve into the captivating nature, history, and culture of the Caribbean Virgin Islands. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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Dock going out into the crystal blue ocean
$2,020
EXPLORE

Classic Yachtsman Caribbean

Antigua to Barbados - 8 Day Itinerary aboard Royal Clipper
  • Explore Antigua’s vibrant dockyards
  • Discover Les Saintes’ beaches
  • Relax on Martinique’s white sands
  • Stroll Grenada’s aromatic markets
Starts / Ends:
St. John's / Bridgetown
Activities:
Hiking, Local Market Visits, Small Ship Cruises, Snorkeling, Village Visits, Wildlife Viewing
Activity Level:
Variable
Embark on an 8-day cruise aboard the Royal Clipper, starting in Antigua, the vibrant hub of yachting culture. Explore the pristine beaches and underwater wonders of Les Saintes, followed by Dominica’s lush rainforests, Trafalgar Falls, and a bubbling lake. Bask on Martinique’s idyllic …
Cruise Details
0
Explore the famous rock formations of the baths
$5,245
EXPLORE

A Colorful Caribbean Time-Out

San Juan Roundtrip - 8 Day Itinerary aboard Sea Cloud Spirit
  • Explore Old San Juan's forts
  • Enjoy salsa music
  • Sail in the British Virgin Islands
  • Explore unique rock formations
Starts / Ends:
San Juan / San Juan
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Join an 8-day Caribbean journey starting in San Juan, where the city's enduring strength against historic invasions shines through its monumental forts—La Fortaleza, Fort San Felipe del Morro, Fort San Juan de la Cruz, and Fort San Cristóbal—guarding UNESCO World …
Cruise Details
0
Enjoy a Caribbean escape
$3,980
EXPLORE

Save the Best for Last

Roundtrip St. Maarten - 8 Day Itinerary aboard Sea Cloud
  • Discover The Baths
  • Relax at Bitter End
  • Sail to Jost van Dyke
  • Experience St. Barths
  • Explore Nevis
Starts / Ends:
Philipsburg / St. Martin
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Sail aboard the Sea Cloud on a 10-day Caribbean adventure through the British Virgin Islands, St. Barths, Nevis, and St. Maarten. Start in Philipsburg, where Dutch and French influences blend seamlessly, then cruise to Virgin Gorda to explore The Baths, a stunning natural formation of granite …
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
$2,020
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
Soak in the sun in colorful Marigot
$10,670
2-for-1
EXPLORE

Cruising the Leeward Islands

Marigot Roundtrip - 8 Day Itinerary aboard Emerald Sakara
  • Dive in Anguilla
  • Explore Virgin Gorda
  • Discover Anegada
  • Experience Jost van Dyke
Starts / Ends:
Marigot / Marigot
Activities:
Small Ship Cruises, Snorkeling, Wildlife Viewing
Activity Level:
Variable
Sail on this 8-day Cruising the Leeward Islands aboard Emerald Sakara from Marigot & back. Embark on a luxurious journey exploring Anguilla, Virgin Gorda, Jost van Dyke, and Anegada. Immerse yourself in the unique landscapes of Saba and Bonaire before experiencing the vibrant culture of …
Cruise Details
0
Gustavia Harbor in St. Barths
$7,590
2-for-1
EXPLORE

Cruising the Leeward Islands

Marigot Roundtrip - 8 Day Itinerary aboard Emerald Azzurra
  • Dive in Anguilla
  • Explore Virgin Gorda
  • Discover Anegada
  • Experience Jost van Dyke
Starts / Ends:
Marigot / Marigot
Activities:
Small Ship Cruises, Snorkeling, Wildlife Viewing
Activity Level:
Variable
Embark on an 8-day Caribbean cruise aboard Emerald Azzurra. Start in Marigot, Saint Martin, and board your luxury yacht. Cruise to Anguilla, known for its coral beaches and clear waters, and snorkel over vivid coral reefs. Visit Virgin Gorda to see the Baths, impressive granite grottoes formed by …
Cruise Details
0
Pink beach huts in the Caribbean
$2,020
EXPLORE

Windward Islands

Roundtrip Barbados - 8 Day Itinerary aboard Royal Clipper
  • Explore beaches in Barbados
  • See lush island of St. Lucia
  • Discover Falmouth Harbour, Antigua
  • Visit sophisticated Martinique
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Small Ship Cruises, Snorkeling, Village Visits
Activity Level:
Variable
Embark on an 8-day cruise aboard the Royal Clipper, exploring vibrant islands, pristine beaches, and cultural treasures. Begin in Bridgetown, Barbados, where British heritage meets laid-back island charm. Relax in Rodney Bay, St. Lucia, with its turquoise waters and lively marina. Sail to …
Cruise Details
0
The crystal blue water of Jost van Dyke
$2,720
EXPLORE

Jamaica to Antigua

12 Day Itinerary aboard Star Clipper
  • Swim in Montego Bay's waters
  • Explore Santo Domingo
  • Visit the Treasure Island
  • Hike Virgin Gorda trails
Starts / Ends:
Port Antonio / St. John's
Activities:
Local Market Visits, Small Ship Cruises, Snorkeling, Spa Relaxation
Activity Level:
Variable
Embark on a 12-day Caribbean cruise adventure from Jamaica to Antigua aboard Star Clipper. Explore historical sites like Rose Hall Great House or enjoy activities like snorkeling and zip-lining. Visit Port Antonio, a charming town with lush landscapes, secluded beaches, and attractions like Blue …
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
Tropical waterfall and turquoise pool in lush forest
$1,640
SS 25%
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
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Variable
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
0
Relax on the beaches of St. Maarten
$1,640
SS 25%
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
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Variable
Embark on an 8-day cruise aboard the Star Flyer. 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 unique region, …
Cruise Details
0
Relax on the shores of the Caribbean
$6,400
EXPLORE

Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

Roundtrip Vieux Fort - 9 Day Itinerary aboard Le Bellot
  • Visit UNESCO World Heritage sites
  • Visit Portsmouth, Dominica
  • Explore Les Saintes, Guadeloupe
  • See Mayreau's fishes and corals
Starts / Ends:
Les Saintes / Bridgetown
Activities:
Hiking, Small Ship Cruises, Snorkeling, Village Visits, Wildlife Viewing
Activity Level:
Variable
Embark on a 9-day cruise aboard Le Bellot, exploring the Caribbean's most enchanting islands. This itinerary blends pristine white-sand beaches, turquoise waters, and the relaxed rhythm of island life. Begin in Vieux Fort, St. Lucia, where the iconic Gros and Petit Pitons rise dramatically as …
Cruise Details
0
The vivid colors of the San Blas Islands
$4,350
EXPLORE

Panama to Antigua

15 Day Itinerary aboard Royal Clipper
  • Explore Balboa’s colonial charm
  • Transit Panama’s iconic canal
  • Discover San Blas culture
  • Enjoy Aruba’s clear waters
Starts / Ends:
Balboa / St. John's
Activities:
Archaeological Site Visits, Local Market Visits, Small Ship Cruises, Wildlife Viewing
Activity Level:
Variable
Embark on a 15-day cruise aboard the Royal Clipper, starting in Balboa, Panama—the gateway to the majestic Panama Canal. Experience a complete transit through its remarkable locks. Next, visit the remote San Blas Islands, known for the vibrant culture of the Kuna people. After a day at sea, …
Cruise Details
0
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