Experience the stunning shades of blue as you sail through the Caribbean

Guadeloupe Small Ship Cruises

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Experience the enchanting beauty of the Virgin Islands on a small ship cruise with Adventure Life this year. Delight in the unique aromas of the Caribbean, visit charming towns like Terre-de-Haut, explore lush island paradises, and snorkel in pristine waters. Cruise through the Windward Islands to discover breathtaking beaches in Barbados, the stunning Pitons in St. Lucia, and the sophisticated charm of Martinique. Whether you choose to sail on a classic yacht or a luxury clipper, each moment offers a relaxed pace suitable for all travelers. Engage in snorkeling, small ship sailing, and beach visits, all while surrounded by the natural splendor that has inspired artists for generations. With activities tailored to connoisseurs of sail cruising, Adventure Life offers the ultimate sea-going experience for those seeking a Caribbean adventure. Don't miss this opportunity to immerse yourself in the wonders of the Virgin Islands. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Terre-de-Haut
Relax on the beaches of St. Maarten
from $2,010
EXPLORE

Leeward Islands

Roundtrip St Maarten - 8 Day Itinerary aboard Star Flyer
  • Explore Nevis sugar plantations
  • Visit Dominica boiling lakes
  • Snorkel Terre-de-Haut blue waters
  • Swim South Friars Bay clear waters
Starts / Ends
Philipsburg / Philipsburg
Activity Level
Variable
Join an 8-day roundtrip Caribbean cruise from Philipsburg, St. Maarten, on the Star Flyer, visiting historic Nevis, scenic Dominica, and the vibrant yachting hub of Antigua. Enjoy snorkeling in Terre-de-Haut and explore Basseterre and South Friars Bay in St. Kitts before returning to St. Maarten.
Cruise Details
0
Tropical Caribbean Beach in Martinique
from $2,010
EXPLORE

Antigua Roundtrip

Roundtrip St. John - 8 Day Itinerary aboard Star Clipper
  • Explore St. John's dockyards
  • Tour Basseterre colonial history
  • Hike St. Kitts rainforests
  • Swim South Friars Bay waters
Starts / Ends
St. John's / St. John's
Activity Level
Variable
Join an 8-day Caribbean cruise from St. John's, Antigua, on the Star Clipper, exploring destinations like St. Barts, St. Kitts, and Martinique. Experience snorkeling, historic tours, and diverse beaches while enjoying the beauty of the French and British West Indies.
Cruise Details
0
St Barts harbor view
from $2,010
EXPLORE

Leeward Islands

Roundtrip St Maarten - 8 Day Itinerary aboard Star Flyer
  • Explore Nevis sugar plantations
  • Tour Dominica rainforests
  • Snorkel Terre-de-Haut waters
  • Visit famous Nelson's Dockyard
Starts / Ends
Philipsburg / Philipsburg
Activity Level
Variable
Embark on an 8-day roundtrip cruise from Philipsburg, St. Maarten, aboard the Star Flyer, exploring St. Maarten, Nevis, Dominica, Antigua, and St. Barts. Experience stunning beaches, vibrant culture, and unique natural landscapes across the Leeward Islands.
Cruise Details
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Beach, harbor and village of Terre-de-Haut
from $2,010
EXPLORE

Leeward Islands

Roundtrip St Maarten - 8 Day Itinerary aboard Star Flyer
  • Swim Gustavia beaches
  • Visit Nelson's Dockyard ruins
  • Snorkel Terre-de-Haut waters
  • Hike Dominica trails
Starts / Ends
Philipsburg / Philipsburg
Activity Level
Variable
Embark on an 8-day Caribbean cruise from Philipsburg, St. Maarten, aboard the Star Flyer, exploring charming towns, lush rainforests, and beautiful beaches. Enjoy duty-free shopping in Gustavia before returning to St. Maarten.
Cruise Details
0
Enjoy the beautiful blue Caribbean
from $2,950
EXPLORE

Grenada to Antigua

St. George - St. John - 11 Day Itinerary aboard Star Clipper
  • Walk Grenada’s Sendall Tunnel
  • Explore Charlotteville on Tobago
  • Snorkel Castara Bay
  • Relax on Carriacou’s Paradise Beach
Starts / Ends
St. Georges / St. John's
Activity Level
Variable
Journey from Grenada to Antigua on an 11-day Caribbean cruise aboard the Star Clipper, calling at Tobago, the Grenadines, Martinique, Les Saintes, and St. Kitts. Snorkel in Tobago Cays National Park, relax on the white sands of Carriacou and Mayreau, and tour old plantation houses on St. Kitts.
Cruise Details
0
Visit beautiful Basseterre
from $2,650
EXPLORE

Leeward Islands Christmas Cruise

Philipsburg Roundtrip - 10 Day Itinerary aboard Star Flyer
  • Celebrate Christmas in Anguilla
  • Sail beside Royal Clipper
  • Explore the Iles des Saintes
  • Relax on South Friars Bay beach
Starts / Ends
Philipsburg / Philipsburg
Activities
Snorkeling, Small Ship Sailing, Kayaking, Scuba Diving, Stand Up Paddle Boarding
Activity Level
Variable
Spend Christmas on this 10-day Caribbean cruise aboard Star Flyer, roundtrip from St. Maarten to Nevis, Dominica, Guadeloupe, the Iles des Saintes, Antigua, St. Barts, Anguilla, and St. Kitts. A good fit for travelers who want a relaxed holiday cruise, with small harbors in place of big-ship crowds.
Cruise Details
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Enjoy the beautiful blue Caribbean
from $4,120
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Windward Islands Christmas Cruise

Roundtrip Bridgetown - 12 Day Itinerary aboard Royal Clipper
  • Stroll through historic Bridgetown
  • Enjoy sunny Rodney Bay
  • Snorkel reefs in Terre de Haut
  • Explore the Tobago Cays
Starts / Ends
Bridgetown / Bridgetown
Activity Level
Variable
Join a 12-day Caribbean cruise on the Royal Clipper, visiting destinations like St. Lucia, Dominica's Cabrits, and the coral reefs of Iles des Saintes. Explore Grenada and St. George's, then relax in St. Lucia before disembarking in Barbados.
Cruise Details
0
Stroll along the beautiful beaches of the Caribbean
from $3,860
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Grenadine Islands Christmas Cruise

Roundtrip Bridgetown - 11 Day Itinerary aboard Royal Clipper
  • Relax on beaches in Martinique
  • Snorkel reefs in Terre de Haut
  • Swim in South Friar's Bay
  • Explore the Tobago Cays
Starts / Ends
Bridgetown / Bridgetown
Activities
Village Visits
Activity Level
Variable
Set sail on an 11-day New Year's Caribbean cruise aboard the Royal Clipper, visiting beautiful spots like Grenada, St. Lucia, and Dominica. Enjoy snorkeling in Tobago Cays, relaxing at Diamond Falls, and exploring historic sites in Antigua and St. Kitts before concluding your adventure in Bridgetown.
Cruise Details
0
Pink beach huts in the Caribbean
from $2,080
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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
Activity Level
Variable
Sail aboard the Royal Clipper on an 8-day journey through vibrant Caribbean islands, pristine beaches, and rich history. Highlights include Dominica’s lush Cabrits National Park, Antigua’s Falmouth Harbor, and Martinique’s stunning shores.
Cruise Details
0
Dock going out into the crystal blue ocean
from $2,080
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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
Local Market Visits
Activity Level
Variable
Set sail on an 8-day cruise aboard the Royal Clipper, starting in Antigua. Highlights include snorkeling in Les Saintes, Dominica’s lush rainforests, Grenada’s spice markets, and Barbados’ rich heritage.
Cruise Details
0
Visit beautiful Basseterre
from $2,620
EXPLORE

Windward Islands

Roundtrip Bridgetown - 8 Day Itinerary aboard Royal Clipper
  • Stroll through historic Bridgetown
  • Enjoy sunny Rodney Bay
  • Swim in South Friar's Bay
  • Tour historic St. Kitts
Starts / Ends
Bridgetown / Bridgetown
Activities
Archaeological Site Visits, Hiking
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard the Royal Clipper, visiting Saint Lucia, Dominica, and Antigua, among other beautiful islands. Enjoy activities like hiking, snorkeling, and water sports before concluding your journey in Bridgetown.
Cruise Details
0
St. George's harbor in Grenada, where historic cannons overlook scenic ocean views and colorful hillside estates
from $7,995
OBC $200
EXPLORE

More Time for Island Dreams

St. Maarten Roundtrip - 9 Day Itinerary aboard Sea Cloud Spirit
  • Discover Terre-de-Haut
  • Snorkel Tobago Cays
  • Discover Grenada’s spices
  • Spot flamingos in Bonaire
  • Explore historic Willemstad
Starts / Ends
Philipsburg / Willemstad
Activities
Wildlife Viewing
Activity Level
Variable
Experience a 9-day Caribbean cruise aboard the Sea Cloud Spirit. Depart from St. Maarten and sail to stunning destinations including Îles des Saintes, St. Lucia, the Tobago Cays, Grenada, and Bonaire before disembarking in Curaçao. Enjoy historic ports, coral reefs, and volcanic landscapes along the journey.
Cruise Details
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Kassandra Magruder Adventure Life employee profile
Kassandra M.
Experience the stunning shades of blue as you sail through the Caribbean
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TrustScore 4.9 | 1083 reviews
TrustScore 4.9 of 5
total score
Based on 1083 reviews on
review score
1 month ago
Fabulous service for booking a cruise. Prompt response. Very satisfied
Christine Pavel
review score
2 months ago
After booking a cruise directly with Explora.com, Mary Curry ace it simple to transfer our booking to Adventure Life, and we were surprised and delighted to receive onboard credits from switching to a third party agent.
Jean
review score
1 year ago
Mary is always a pleasure to work with. She is knowledgeable, prompt and gives good pros and cons for any choices we had to make.
MTPhil
review score
1 year ago
Jess is funtastic! She listens and fines the adventure I want to share with my granddaughter
carolynn basque
review score
2 years ago
Angie was great! Always kept us informed of our trip. Great personality and easy to work with! Jean Hershey
jean hershey

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Kassandra Magruder Adventure Life employee profile
Kassandra M
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