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Top Caribbean Trips & Tours in November 2025

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Discover Caribbean in November 2025 on one of these 13 tours hand-selected by the travel experts at Adventure Life. Explore the best of during November 2025 as you enjoy Small Ship Sailing, Snorkeling, Archaeological Site Visits, Local Market Visits, and Village Visits. Prices for trips in November 2025 range from $1,960 to $61,680 for a vacation of 8 to 25 days. Choose any of the below 13 itineraries in November 2025 and customize it when you contact one of Adventure Life's expert Caribbean trip planners.
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Dock going out into the crystal blue ocean
from $2,020
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Classic Yachtsman Caribbean

Antigua to Barbados - 8 Day Itinerary aboard Royal Clipper
Starts / Ends
St. John's / Bridgetown
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.
  • Explore Antigua’s vibrant dockyards
  • Discover Les Saintes’ beaches
  • Relax on Martinique’s white sands
  • Stroll Grenada’s aromatic markets
Cruise Details
0
Tropical waterfall and turquoise pool in lush forest of Dominica
from $1,960
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Treasure Islands

8 Day Itinerary aboard Star Flyer
Starts / Ends
Philipsburg / Philipsburg
Activity Level
Variable
Don't miss the opportunity to relax on one of the beaches and enjoy the tropical sun's warmth. Soak up the sun in one of the world's most gorgeous locations, the Caribbean. Visit St. Maarten, Anguilla, Jost Van Dyke, St. Kitts, and St. Barts on this 8-day small ship trip!
  • Visit Virgin Gorda's famous “Baths”
  • Enjoy the lifestyle of Soper's Hole
  • Walk the streets of Basseterre
  • Relax on famous St. Barts
Cruise Details
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Relax on the beaches of St. Maarten
from $1,960
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Leeward Islands

8 Day Itinerary aboard Star Flyer
Starts / Ends
Philipsburg / Philipsburg
Activity Level
Variable
The Star Flyer authentic clipper hosts this 8-day cruise of the Caribbean, departing on a roundtrip from St. Maarten and sailing Dominica, Iles des Saintes, Guadeloupe, Antigua, and St. Barts. As the wind blows your ship across turquoise waters through thousands of cays, snorkel in the clear water, relax on sunny beaches, or hike to the tropical mountaintops.
  • Visit Dominica Island
  • Snorkel at Iles des Saintes
  • Sail across Rivière Salée
  • Enjoy Gustavia's unique charm
Cruise Details
0
Take a leisurely stroll through beautiful Bridgetown
from $8,390
2for1
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Grenadines & Windwards Yachting

Roundtrip Bridgetown - 8 Day Itinerary aboard Emerald Sakara
Starts / Ends
Bridgetown / Bridgetown
Activity Level
Variable
Embark on an 8-day cruise aboard the Emerald Sakara, starting and ending in Bridgetown, Barbados. Explore historic towns, relax on stunning beaches, and enjoy snorkeling and water activities in the picturesque Saint Vincent and the Grenadines.
  • Discover Bequia’s secluded beaches
  • Savor Caribbean dining experiences
  • Snorkel Tobago Cays' waters
  • Admire panoramic views from Mayreau
Cruise Details
0
Explore colorful Gustavia
from $8,390
2for1
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Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Sakara
Starts / Ends
Bridgetown / Marigot
Activity Level
Variable
Set sail on an 8-day cruise aboard the Emerald Sakara, exploring idyllic beaches and vibrant coral reefs—Island-hop through diverse cultures, with the warmth of the locals adding to your luxurious yacht experience.
  • Explore Soufriere coral reefs
  • Visit Iles des Saintes towns
  • Discover Falmouth Harbor dockyard
  • Experience Charlestown’s Nevis
Cruise Details
0
Relax on the shores of the Caribbean
from $15,180
2for1
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Discover Eastern Caribbean & Grenadines

Bridgetown - Marigot - 15 Day Itinerary aboard Emerald Sakara
Starts / Ends
Bridgetown / Marigot
Activities
Small Ship Sailing, Local Market Visits, Kayaking
Activity Level
Variable
Set sail on a 15-day cruise to explore unspoiled beaches, vibrant coral reefs, and captivating island cultures. Experience the genuine warmth of the locals as you hop between tropical paradises, creating unforgettable memories aboard the Emerald Sakara.
  • Explore Bridgetown’s capital
  • Wander Speightstown’s streets
  • Discover Kingstown’s gardens
  • Unwind on Bequia Island
Cruise Details
0
Boats Moored to the Quay at Bridgetown Harbour
from $4,350
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Barbados to Panama

15 Day Itinerary aboard Royal Clipper
Starts / Ends
Bridgetown / Balboa
Activity Level
Variable
Starting at the Caribbean port of Bridgetown, this 15-day cruise aboard the Royal Clipper sails through the turquoise Caribbean waters en route to the Panama Canal, visiting Grenada, Bonaire, Curacao, Aruba, and Colombia along the way. Explore the tropical jungles, snorkel in vibrant reefs, immerse yourself in tribal culture, and marvel at the Panama Canal.
  • Explore Bridgetown, Barbados
  • Enjoy Grenada's unique aromas
  • Discover Dutch colonial Curacao
  • Transit the historic Panama Canal
Cruise Details
0
The vivid colors of the San Blas Islands
from $4,240
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Barbados to Panama

Bridgetown - Balboa - 15 Day Itinerary aboard Star Clipper
Starts / Ends
Bridgetown / Balboa
Activities
Wildlife Viewing
Activity Level
Variable
Set sail on a 15-day cruise with Star Clipper from Bridgetown, Barbados, exploring the Caribbean’s rich culture and history, ending in Balboa, Panama. Visit stunning destinations like Tobago Cays, Grenada, and the San Blas Islands, and experience the Panama Canal.
  • Explore Bridgetown’s heritage
  • Discover St. George’s coastal views
  • Admire Kralendijk’s marine life
  • Wander Willemstad’s streets
Cruise Details
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The vivid colors of the San Blas Islands
from $4,350
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Panama to Antigua

15 Day Itinerary aboard Royal Clipper
Starts / Ends
Balboa / St. John's
Activity Level
Variable
Set sail on a 15-day Royal Clipper cruise from Balboa, Panama, featuring a full Panama Canal transit and visits to the San Blas Islands, Cartagena, and the Caribbean gems of Aruba, Curacao, and Bonaire. Experience lush Grenada and volcanic St. Lucia, and finish your journey in Antigua, all while enjoying elegant sailing and stunning island views.
  • Explore Balboa’s colonial charm
  • Transit Panama’s iconic canal
  • Discover San Blas culture
  • Enjoy Aruba’s clear waters
Cruise Details
0
Ruins at the Fortress of Santiago
from $4,840
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Natural Sanctuaries & Heritage of the Caribbean

Willemstad - Colon - 8 Day Itinerary aboard Le Champlain
Starts / Ends
Willemstad / Colon
Activities
Snorkeling, Archaeological Site Visits, Village Visits, Hiking
Activity Level
Variable
Explore the Caribbean on this 8-day Natural Sanctuaries & Heritage of the Caribbean cruise from Willemstad to Colon aboard the Le Champlain. Walk through UNESCO-listed cities, snorkel in the San Blas Islands, and meet the Kuna people. Visit Santa Marta’s mountains and the Fort San Lorenzo in Panama. Discover coral reefs, mangroves, and wildlife.
  • See sites in Cartagena & Willemstad
  • Explore Santa Marta & Sierra Nevada
  • Discover San Blas Islands' beaches
  • Visit and explore Fort San Lorenzo
  • Witness wildlife and ecosystems
Cruise Details
0
Enjoy the clear blue waters of the Canary Islands
from $4,610
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Westbound Atlantic Ocean Crossing

Malaga - Bridgetown - 25 Day Itinerary aboard Star Clipper
Starts / Ends
Malaga / Bridgetown
Activity Level
Variable
Embark on a 25-day cruise aboard the Star Clipper, exploring Spain, Morocco, and the Canary Islands before heading to Barbados. Experience diverse cultures, stunning landscapes, and relaxation at sea on this unforgettable journey.
  • Explore Malaga’s Moorish Alcazaba
  • Discover Tangier’s culture
  • Wander Cadiz’s palm-lined streets
  • Visit Safi’s old town
Cruise Details
0
The stunning blue coastline of the Canary Islands
from $2,720
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Westbound Atlantic Ocean Crossing

16 Day Itinerary aboard Star Clipper
Starts / Ends
Las Palmas / Bridgetown
Activity Level
Variable
Sit back and take in the smell of the fresh ocean breeze up on deck on this extraordinary 16-day cruise that takes you across the Northern Atlantic Ocean. Start at the famous and charming city of Las Palmas, Gran Canaria, and voyage to the stunningly beautiful Caribbean Islands.
  • Visit Las Palmas, Gran Canaria
  • Take in the fresh ocean breeze
  • Explore San Sebastian, La Gomera
  • Relax on paradise beaches
Cruise Details
0
The stunning blue coastline of the Canary Islands
from $2,850
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Westbound Atlantic Ocean Crossing

Las Palmas to Barbados - 16 Day Itinerary aboard Star Flyer
Activity Level
Variable
Sit back and take in the smell of the fresh ocean breeze up on deck on this extraordinary 16-day cruise that takes you across the Northern Atlantic Ocean. Start at the famous and charming city of Las Palmas, Gran Canaria, and voyage all the way to the stunningly beautiful Caribbean Islands.
  • Visit Las Palmas, Gran Canaria
  • Take in the fresh ocean breeze
  • Explore San Sebastian, La Gomera
  • Relax on paradise beaches
Cruise Details
0
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