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Top Tobago Cays Trips & Vacation Packages

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Join us on a journey to the pristine Tobago Cays, part of the Grenadines archipelago, with Adventure Life’s exceptional Trips & Vacation Packages. Discover 12 unique ways to explore these stunning islands in 2025. Experience the untouched beauty of the Caribbean as you sail through clear turquoise waters, perfect for snorkeling and kayaking. Visit secluded beaches where you can relax on powdery sands or embark on wildlife viewing excursions to spot vibrant marine life. The Tobago Cays offer a paradise for those seeking both adventure and tranquility, with opportunities for hiking and cultural village visits. This destination promises unforgettable moments amidst breathtaking natural landscapes. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Tobago Cays
White Sand Beach in Barbados
$1,700
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:
Variable
Join the Royal Clipper on this 8-day cruise through the Grenadine 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
0
Take a leisurely stroll through beautiful Bridgetown
$7,990
2-for-1
EXPLORE

Grenadines & Windwards Yachting

8 Day Itinerary aboard Emerald Sakara
  • Discover Bequia’s secluded beaches
  • Savor Caribbean dining experiences
  • Snorkel Tobago Cays' waters
  • Admire panoramic views from Mayreau
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Snorkeling
Activity Level:
Variable
Embark on an 8-day Caribbean cruise aboard the Emerald Sakara. Set sail from Bridgetown, Barbados, and discover stunning destinations across the Caribbean Sea. Visit Port St. Charles in Barbados, where glassy blue waters invite swimming, sailing, and snorkeling. Explore Kingstown, the capital of …
Cruise Details
0
Beautiful beach in Dominica
$8,200
EXPLORE

Gliding the Waters of the Windward Islands

Pointe-a-Pitre Roundtrip - 8 Day Itinerary aboard Le Ponant
  • Enjoy iconic pitons of Saint Lucia
  • Learn about Kalinago culture
  • Explore Tobago Cays' coral reefs
  • Relax on Marie-Galante's beaches
Starts / Ends:
Dominica / Anses d'Arlet
Activities:
Scuba Diving, Small Ship Sailing, Snorkeling
Activity Level:
Variable
Experience an 8-day Caribbean cruise aboard Le Ponant. Explore the wild landscapes of Dominica and navigate the mangroves of the Indian River on a local boat, surrounded by green herons and pelicans. Meet the Kalinago people, who share their history and local cuisine, offering insight into their …
Cruise Details
0
St George's Harbor - Grenada
$6,620
EXPLORE

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 the …
Cruise Details
0
Soufriere bay, St Lucia
$5,200
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:
Variable
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
0
Boats Moored to the Quay at Bridgetown Harbour
$3,830
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:
Variable
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
0
Relax on the shores of the Caribbean
$6,320
EXPLORE

Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

Vieux Fort - Fort-de-France - 9 Day Itinerary aboard Le Bellot
  • Visit UNESCO World Heritage sites
  • Visit Portsmouth, Dominica
  • Explore Les Saintes, Guadeloupe
  • See Mayreau's fishes and corals
Starts / Ends:
Les Saintes / Bridgetown
Activities:
Land & Sea Exploration, Small Ship Cruises, Snorkeling
Activity Level:
Variable
Embark on a 9-day cruise through the Caribbean aboard Le Bellot, tailored for travelers seeking cultural immersion. Start in Vieux Fort, St. Lucia, and see the UNESCO-listed Gros and Petit Pitons. Sail to Portsmouth, Dominica, to explore landscapes and local chocolate. Continue to Les Saintes, …
Cruise Details
0
Boats Moored to the Quay at Bridgetown Harbour
$3,720
EXPLORE

Barbados to Panama

15 Day Itinerary aboard Star 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:
Variable
Star 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
0
Stroll along the beautiful beaches of the Caribbean
$8,150
EXPLORE

The Essential of the Caribbean

Fort-de-France Roundtrip - 13 Day Itinerary aboard Le Champlain
  • Cruise in West Indies
  • Visit heritage sites
  • Discover British Virgin Islands
  • Private beach day in Mayreau
Starts / Ends:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruises, Snorkeling
Activity Level:
Variable
You begin your voyage in St. Kitts, a volcanic island known for its excellent sandy beaches and rich colonial history. Your cruise then docks in Anguilla before continuing west to the British Virgin Islands, which have gorgeous landscapes. Then, sail to Saint Barthelemy and the enchanted setting of …
Cruise Details
0
Enjoy the beautiful blue Caribbean
$21,340
2-for-1
EXPLORE

Discover Eastern Caribbean & Grenadines

Marigot - Bridgetown - 15 Day Itinerary aboard Emerald Sakara
  • Experience Falmouth's historic port
  • Discover Soufriere's Sulfur Spring
  • Visit Falmouth Harbour in Antigua
  • Explore Nelson’s Dockyard
Starts / Ends:
Marigot / Bridgetown
Activities:
Small Ship Sailing, Snorkeling, Village Visits
Activity Level:
Variable
Join this 15-day cruise starting in Marigot aboard the Emerald Sakara. Discover Anguilla, a low-lying paradise renowned for its pristine white-sand beaches and vibrant coral reefs. Marvel at the historic UNESCO-listed Nelson’s Dockyard in Falmouth Harbor and uncover the charm of Bequia …
Cruise Details
0
Relax on the shores of the Caribbean
$15,180
2-for-1
EXPLORE

Discover Eastern Caribbean & Grenadines

Bridgetown - Marigot - 15 Day Itinerary aboard Emerald Sakara
  • Experience Falmouth's historic port
  • Discover Soufriere's Sulfur Spring
  • Visit Falmouth Harbour in Antigua
  • Explore Nelson’s Dockyard
Starts / Ends:
Bridgetown / Marigot
Activities:
Small Ship Sailing, Snorkeling, Village Visits
Activity Level:
Variable
Set sail on a 15-day Caribbean cruise, beginning in Bridgetown aboard the Emerald Sakara. Explore Port St. Charles, a picturesque marina with breathtaking views of the aquamarine Caribbean Sea, and savor the tranquility of Bequia Island, a serene haven untouched by bustling tourism. Journey through …
Cruise Details
0
Experience laid-back Marigot
$15,980
2-for-1
EXPLORE

Discover Eastern Caribbean & Grenadines

Marigot - Bridgetown - 15 Day Itinerary aboard Emerald Azzurra
  • Explore Anguilla, serene landscapes
  • Savor Barbados’s cultural delights
  • Visit Antigua’s historic dockyard
  • Stroll Nevis’s serene beaches
Starts / Ends:
Marigot / Bridgetown
Activities:
Small Ship Cruises, Snorkeling, Village Visits
Activity Level:
Variable
Embark on a 15-day cruise from Marigot aboard an Emerald Azzurra. Discover the serene beauty of Anguilla, which is celebrated for its pristine white-sand beaches and vibrant coral reefs. Explore the historic charm of UNESCO-listed Nelson’s Dockyard in Falmouth Harbor and uncover the tranquil …
Cruise Details
0
1-12 of 12 Results

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