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Take a leisurely stroll through beautiful Bridgetown

Barbados Sailboat Cruises

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Experience the vibrant allure of the Caribbean islands with Adventure Life's array of 13 small ship sailing 2025. Join us on a sailing journey from Barbados to various exotic destinations like Panama, Grenada, Curaçao, and the Panama Canal. Sail aboard small ships to enjoy a relaxed pace and engage in snorkeling, wildlife viewing, and exploring Dutch colonial cities. Take in the stunning Caribbean landscapes, from the protected crystal-clear waters to the lush islands, and immerse yourself in the rich aromas and unique cultures of the region. With activities suitable for all travelers, this small ship sailing adventure offers a perfect blend of relaxation and exploration. Don't miss this chance to discover the beauty of the Caribbean islands - contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Barbados
Pelicans hanging out in the ocean
$9,658
EXPLORE

Sailing the Caribbean

8 Day Itinerary aboard Sea Cloud
  • Experience a 4-masted, 30-sail ship
  • Sail into lesser-known ports
  • Explore wildlife, culture, and sea
  • Enjoy the relaxed Caribbean pace
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling, Wildlife Viewing
Activity Level:
Variable
Stand on deck as Sea Cloud’s 30 white sails fill with wind, and measure the passage of time by a distant island’s approach on the horizon. Join this extraordinary and historic yacht for an 8-day voyage that brings you into lesser-known ports of the "Old Caribbean" and offers …
Cruise Details
0
Pink beach huts in the Caribbean
$1,700
EXPLORE

Windward Islands

Barbados to 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
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Variable
For connoisseurs of sail cruising, the 439-foot Royal Clipper offers the ultimate sea-going experience, balancing the grandeur, adventure and tradition of sailing with the superb service, amenities, and accommodations of the finest modern yacht. Swim and snorkel amidst the beautiful, pristine …
Cruise Details
0
Relax on the sunny beaches of the Caribbean
$7,590
2-for-1
EXPLORE

Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Bridgetown's culture
  • Stroll Gustavia's colorful streets
  • Admire Marigot’s scenic coastline
  • Savor Soufriere's delicious cuisine
Starts / Ends:
Bridgetown / Marigot
Activities:
Small Ship Sailing
Activity Level:
Variable
Embark on this 8-day Caribbean cruise aboard the Emerald Azzurra, beginning in Barbados. Relax with a rejuvenating mud bath or soak in the therapeutic hot springs of Soufriere. Explore the UNESCO-listed Nelson’s Dockyard in Falmouth Harbor and unwind on the serene beaches of Iles des Saintes. …
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
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
Explore colorful Gustavia
$7,990
2-for-1
EXPLORE

Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Sakara
  • Explore Bridgetown's culture
  • Stroll Gustavia's colorful streets
  • Admire Marigot’s scenic coastline
  • Savor Soufriere's delicious cuisine
Starts / Ends:
Bridgetown / Marigot
Activities:
Small Ship Sailing, Village Visits, Wildlife Viewing
Activity Level:
Variable
Embark on this 8-day Caribbean cruise aboard the Emerald Sakara, beginning in Barbados. Relax with a rejuvenating mud bath or soak in the therapeutic hot springs of Soufriere. Explore the UNESCO-listed Nelson’s Dockyard in Falmouth Harbor and unwind on the serene beaches of Iles des 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
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 beaches of St. Maarten
$8,995
EXPLORE

Barefoot through Balmy January

St Maarten to Barbados - 10 Day Itinerary aboard Sea Cloud
  • Explore St. Maarten’s charm
  • Relax on Bequia beaches
  • Snorkel in Tobago Cays
  • Discover Soufriere’s sulfur springs
Starts / Ends:
Philipsburg / Barbados
Activities:
Small Ship Sailing, Snorkeling
Activity Level:
Variable
Embark on a 10-day journey through the Caribbean, starting in Philipsburg, St. Maarten. Discover European charm in the heart of the Caribbean, stroll along the Boardwalk, or relax on Great Bay Beach. Visit the island of St. Barths, renowned for its elegant atmosphere and vibrant harbor. In …
Cruise Details
0
The stunning blue coastline of the Canary Islands
$2,610
EXPLORE

Westbound Atlantic Ocean Crossing

16 Day Itinerary aboard Star Clipper
  • Visit Las Palmas, Gran Canaria
  • Take in the fresh ocean breeze
  • Explore San Sebastian, La Gomera
  • Relax on paradise beaches
Starts / Ends:
Las Palmas / Bridgetown
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Crossing the mighty Atlantic Ocean provides the time to truly appreciate the pure pleasure of the sea. Imagine sailing the Atlantic in the footsteps of legendary explorers, enjoying the Old World family charm and the wonders of the New World. Admire Gran Canaria's exotic vegetation and magical …
Cruise Details
0
Relax on the sunny beaches of the Caribbean
$7,590
2-for-1
EXPLORE

Eastern Caribbean with St. Barths

Marigot - Bridgetown - 8 Day Itinerary aboard Emerald Sakara
  • Experience Falmouth's historic port
  • Discover Soufriere's Sulphur Spring
  • Visit Falmouth Harbour in Antigua
  • Explore Nelson’s Dockyard
Starts / Ends:
Marigot / Bridgetown
Activities:
Small Ship Sailing, Village Visits, Wildlife Viewing
Activity Level:
Variable
Experience an 8-day Caribbean cruise aboard the Emerald Sakara, exploring the best of the Caribbean. Sail from Marigot, Saint Martin, to Anguilla, known for its stunning white-sand beaches and vibrant coral reefs. Continue to Gustavia in Saint Barthélemy, where French and Caribbean cultures …
Cruise Details
0
Gustavia Harbor in St. Barths
$7,590
2-for-1
EXPLORE

Eastern Caribbean with St. Barths

Marigot - Bridgetown - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Bridgetown's culture
  • Stroll Gustavia's colorful streets
  • Admire Marigot’s scenic coastline
  • Savor Soufriere's delicious cuisine
Starts / Ends:
Marigot / Bridgetown
Activities:
Small Ship Sailing, Village Visits, Wildlife Viewing
Activity Level:
Variable
Embark on an 8-day cruise departing from Marigot aboard the Emerald Azzura. This journey includes visiting Anguilla, which is celebrated for its unspoiled white-sand beaches and vibrant coral reefs. Next, explore Gustavia, known for its charming, colorful houses and distinctive architecture. The …
Cruise Details
0
The stunning blue coastline of the Canary Islands
$2,740
EXPLORE

Westbound Atlantic Ocean Crossing

Las Palmas to Barbados - 16 Day Itinerary aboard Star Flyer
  • Visit Las Palmas, Gran Canaria
  • Take in the fresh ocean breeze
  • Explore San Sebastian, La Gomera
  • Relax on paradise beaches
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Crossing the mighty Atlantic Ocean provides the time to truly appreciate the pure pleasure of the sea. Imagine sailing the Atlantic in the footsteps of legendary explorers, enjoying the Old World family charm and the wonders of the New World. Admire Gran Canaria's exotic vegetation and magical …
Cruise Details
0
1-13 of 13 Results

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