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Our Guadeloupe Trips & Vacation Packages

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Discover the captivating island of Terre-de-Haut in Guadeloupe with our 7 diverse tours for 2026. Join us on a trip to this idyllic destination, where you can explore pristine beaches, lush landscapes, and vibrant local culture. From snorkeling in crystal-clear waters to hiking through scenic trails, each tour offers a unique opportunity to immerse yourself in the natural beauty and rich heritage of Terre-de-Haut. Engage in wildlife viewing, village visits, and delicious food & wine experiences, all while surrounded by the stunning Caribbean scenery that will leave you in awe. With tours ranging from 8 to 11 days, there's something for every type of traveler looking to experience the best that Guadeloupe has to offer. Don't miss this chance to embark on a journey of a lifetime to Terre-de-Haut and contact one of our 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
SS 25%
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
St Barts harbor view
from $2,010
SS 25%
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
0
Tropical Caribbean Beach in Martinique
from $2,010
SS 25%
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
Beach, harbor and village of Terre-de-Haut
from $2,010
SS 25%
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
Activities
Snorkeling, Small Ship Sailing
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
Relax on the beaches of St. Maarten
from $6,955
EXPLORE

Sailing On The Trade Winds

Philipsburg Roundtrip - 11 Day Itinerary aboard Sea Cloud II
  • Explore Philipsburg harbor
  • Walk Terre-de-Haut
  • See Piton peaks
  • Sail Drake Channel
Starts / Ends
Philipsburg / Philipsburg
Activities
Village Visits, Local Market Visits
Activity Level
Variable
Experience an 11-day Caribbean sailing itinerary from and to Philipsburg, St. Maarten aboard Sea Cloud II. Visit St. Lucia, Martinique, Îles des Saintes, St. Barths, and the British Virgin Islands, with time at sea focused on hands-on sailing and relaxed days ashore.
Cruise Details
0
Pink beach huts in the Caribbean
from $2,030
SS 25%
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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
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
Wildlife Viewing
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
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