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Top Tobago Cays Cruises & Trips

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Explore these 7 top Tobago Cays cruises for 2023 and 2024. Some of the most popular activities on our Tobago Cays trips include cruises, snorkeling, small ship cruises, beaches, and wildlife viewing. Discover Tobago Cays with your expert local English-speaking guides who will show you the hot spots and the off-the-beaten-path hidden gems. We work with only the best small ships that carry under 500 fortunate guests, and we can give you unbiased advice to match you with the perfect ship and perfect cruise for your next vacation. Our Tobago Cays cruises start from $1,620 for cruises of 8 to 15 days. Contact one of Adventure Life's Tobago Cays cruise specialists for help planning a seamless trip.
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    • Tobago Cays
Boats Moored to the Quay at Bridgetown Harbour
$4,370
EXPLORE

Barbados to Panama

15 Day Itinerary aboard Royal Clipper
  • Explore Bridgetown, Barbados
  • Enjoy Grenada's unique aromas
  • Discover Dutch colonial Curacao
  • Transit the historic Panama Canal
Starts / Ends:
Bridgetown / Balboa
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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White Sand Beach in Barbados
$1,620
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:
Relaxed
Join the Royal Clipper on this 8-day cruise through theGrenadine 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
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Dock going out into the crystal blue ocean
$1,660
EXPLORE

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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Soufriere bay, St Lucia
$4,290
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:
Relaxed
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
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Relax on the sunny beaches of the Caribbean
$4,480
EXPLORE

Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Azzurra
  • Explore the azure waters of Tobago
  • Observe the calm waters
  • Discover Eastern Caribbean
Starts / Ends:
Bridgetown / Marigot
Activities:
Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Cruise Eastern Caribbean with St. Barths on this 8-day adventure aboard Emerald Azzurra. Nature and culture aboundinn this mesmerizing tropical exploration of the eastern Caribbean. The azure waters of Tobago Cay National Park teem with wildlife just waiting to be discovered, while …
Cruise Details
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Scuba diving in Tobago cays
$4,480
EXPLORE

Eastern Caribbean and Grenadines

8 Day Itinerary aboard Emerald Sakara
  • Visit the Mayreau Island
  • Enjoy picturesque strolls
  • Swim in Tobago Cay National Park
  • Discover Martinique’s history
Starts / Ends:
St. John's / St. John's
Activities:
Local Market Visits, Snorkeling
Activity Level:
Relaxed
Enjoy an 8-day cruise aboard the Emerald Sakara. From Antigua, cruise to the town of Saint-Pierre in Martinique, a cultural and artistic hub nicknamed ‘Little Paris’. Enjoy picturesque strolls and shop in the open-air market of Port Elizabeth, swim in the crystal-clear lagoon of Tobago …
Cruise Details
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Clear water in the bay
$7,040
EXPLORE

The Essential of the Caribbean

13 Day Itinerary aboard Le Dumont-d'Urville
  • Cruise in West Indies
  • Visit heritage sites
  • Discover British Virgin Islands
  • Explore Dominica
Starts / Ends:
Fort de France / Fort de France
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Sail the idyllic waters of theCaribbean Seato discover stunning islands, as well as historical and architectural landmarks. Visit St.Kitts, a volcanic island with sandy beaches and a colonial past. Stop at Anguilla before reaching the British Virgin Islands, which offer gorgeous landscapes. …
Cruise Details
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