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Top Leeward Islands Trips & Tours in November 2024

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Discover Leeward Islands in November 2024 on one of these 6 tours hand-selected by the travel experts at Adventure Life. Explore the best of Philipsburg, St. John's, Deshaies, Gustavia, and Falmouth during November 2024 as you enjoy small ship cruises, cruises, snorkeling, small ship sailing, and wildlife viewing. Prices for trips in November 2024 range from $1,640 to $30,840 for a vacation of 8 to 25 days. Choose any of the below 6 itineraries in November 2024 and customize it when you contact one of Adventure Life's expert Leeward Islands trip planners.
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    • Leeward Islands
Soak in the sun in colorful Marigot
$10,270
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
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Relax on the beaches of St. Maarten
$1,640
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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:
Relaxed
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
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Dock going out into the crystal blue ocean
$1,700
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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
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St George's Harbor - Grenada
$5,430
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Pearls of the Caribbean

9 Day Itinerary aboard Le Champlain
  • 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:
Hiking, Kayaking, Small Ship Cruises, Snorkeling, Wildlife Viewing
Activity Level:
Variable
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Champlain on its 9-day cruise combining long, white-sand beaches and the easy Creole way of life. Discover the UNESCO-listed sites in Saint Lucia and the historic center of Bridgetown and its garrison. Visit …
Cruise Details
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Gatun Lock of the Panama Canal
$4,440
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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
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Explore the beautiful Canary Islands
$4,180
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Transatlantic:Malaga to St.Maarten

25 Day Itinerary aboard Star Flyer
  • Admire Malaga's landmarks
  • Enjoy the expansive Atlantic Ocean
  • Cruise across the Caribbean
  • Set sail from St. Maarten
Starts / Ends:
Malaga / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Cross the pond in style and spend your days relaxing onboard, take in the scenery, and choose an itinerary that stops off at ports you never dreamed of visiting before.Enjoy a full offshore sailing experience, from the Old to the New World. The scent of adventure still hangs in the air and much of …
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1-6 of 6 Results
TrustScore 4.8 | 190 reviews
TrustScore 4.8 of 5
total score
Based on 190 reviews on
review score
23 hours ago
I've just started the process, but Tilly has been very helpful and has a great personality that puts a traveler at ease. I think the paperwork has just begun so I can't give an overall rating of the whole experience. So far, so good.
Christine Allen
review score
2 days ago
Claire made sure she knew what my expectations and priorities were and offered options based on that. She also suggested a visit to a city i did not know about. She was pleasant friendly informative and helpful
Al Kirkley
review score
1 week ago
Cheska is a great asset for your company she is very knowledgeable and pleasant to work with
Susan Johnson
review score
1 week ago
Adventure Life set us up with great guides and locations, seamless transportation, and good advice. Will work with them again. Thanks
Scott Sepsy
review score
1 week ago
Amazing trip and the best customer service
Liz

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