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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 11 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
Bridgetown, Barbados
from $3,200
EXPLORE

Eastbound Atlantic Ocean Crossing

Bridgetown - Lisbon - 17 Day Itinerary aboard Royal Clipper
  • Explore the east coast of Barbados
  • Discover the Azores history
  • Visit the Alfama
Starts / Ends
Bridgetown / Lisbon
Activity Level
Variable
Embark on this 17-day Eastbound Atlantic Ocean Crossing cruise aboard Royal Clipper, starting from the port of Bridgetown. Experience the allure of the Azores, and play host to transatlantic yachtsmen, traders, and explorers. It stands on the green and fertile island of Sao Miguel. Finally, conclude your cruise in the city of Lisbon, Portugal.
Cruise Details
0
Take a leisurely stroll through beautiful Bridgetown
from $5,610
EXPLORE

Eastbound Atlantic Ocean Crossing

Barbados to France - 29 Day Itinerary aboard Royal Clipper
  • See Ponta Delgada, Azores scenery
  • See Malaga, Spain's architecture
  • Visit Mallorca’s Gothic cathedral
  • Visit Calvi’s coastal citadel
Starts / Ends
Bridgetown / Nice
Activities
Archaeological Site Visits
Activity Level
Variable
Set sail on a 29-day Eastbound Atlantic Ocean cruise aboard Royal Clipper. Enjoy sailing, historic ports, and scenic coastal landscapes.
Cruise Details
0
Pink beach huts in the Caribbean
from $2,030
EXPLORE

Windward Islands

Roundtrip 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
Activity Level
Variable
Sail aboard the Royal Clipper on an 8-day journey through vibrant Caribbean islands, pristine beaches, and rich history. Highlights include Dominica’s lush Cabrits National Park, Antigua’s Falmouth Harbor, and Martinique’s stunning shores.
Cruise Details
0
White Sand Beach in Barbados
from $2,030
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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
Activity Level
Variable
On this 8-day expedition cruise, the Royal Clipper explores the Grenadine Islands. Enjoy blissful, laid-back beach days and appreciate the beauty of nature on this Caribbean adventure.
Cruise Details
0
Boats Moored to the Quay at Bridgetown Harbour
from $4,450
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
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.
Cruise Details
0
St. George's, Grenada's charming capital city known for having the most beautiful harbor in the Caribbean.
from $3,090
EXPLORE

Grenada to Grenada

Roundtrip St George - 12 Day Itinerary aboard Star Clipper
  • Explore St. George’s Fort George
  • Discover Charlotteville’s Tobago
  • Unwind on Carriacou beach
  • Visit Martinique ruins
Starts / Ends
St. Georges / St. Georges
Activities
Small Ship Sailing, Snorkeling, Village Visits, Local Market Visits
Activity Level
Variable
Set sail on a 12-day cruise aboard the Star Clipper, exploring stunning islands like Tobago and Martinique, with highlights including the Tobago Cays and St. Lucia's waterfalls. Experience the Caribbean's serene beauty and rich culture while enjoying activities like snorkeling and history.
Cruise Details
0
The vivid colors of the San Blas Islands
from $4,330
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Barbados to Panama

Bridgetown - Balboa - 15 Day Itinerary aboard Star Clipper
  • Explore Bridgetown’s heritage
  • Discover St. George’s coastal views
  • Admire Kralendijk’s marine life
  • Wander Willemstad’s streets
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.
Cruise Details
0
Dock going out into the crystal blue ocean
from $2,080
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Classic Yachtsman Caribbean

Antigua to Barbados - 8 Day Itinerary aboard Royal Clipper
  • Explore Antigua’s vibrant dockyards
  • Discover Les Saintes’ beaches
  • Relax on Martinique’s white sands
  • Stroll Grenada’s aromatic markets
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.
Cruise Details
0
Funchal, Madeira, Portugal
from $2,940
EXPLORE

Westbound Atlantic Ocean Crossing

Lisbon - Barbados - 16 Day Itinerary aboard Royal Clipper
  • Explore Lisbon’s vibrant streets
  • Discover Portimão’s historic charm
  • Wander Funchal’s lush landscapes
  • Cruise Barbados’ stunning shores
Starts / Ends
Lisbon / Bridgetown
Activity Level
Variable
Sail across the Atlantic on this 16-day cruise aboard the Royal Clipper, blending culture and adventure. Discover Lisbon’s charm, Portimao’s historical treasures, Madeira’s vibrant nightlife, and Barbados’ stunning shores, with serene days at sea in between.
Cruise Details
0
The stunning blue coastline of the Canary Islands
from $2,970
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
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.
Cruise Details
0
The stunning blue coastline of the Canary Islands
from $2,820
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
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.
Cruise Details
0
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