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Caribbean Small Ship Sailing Cruises

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Experience the wonders of the Caribbean with Adventure Life's array of 15 captivating small ship sailing in 2024. Join us on a cruise to the Caribbean and immerse yourself in the breathtaking beauty of the region. From the stunning drama of the Pitons in St. Lucia to the captivating charm of Îles des Saintes, these tours offer a chance to discover lush islands, incredible beaches, and unique locales. Explore the beaches of Barbados, snorkel in pristine waters, and soak up the sophisticated atmosphere of Martinique. With a range of activities like snorkeling, beach visits, and island exploration, these tours provide the perfect blend of relaxation and adventure. Don't miss the chance to sail the Caribbean Sea on a small ship and discover the beauty of these tropical paradises. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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Dock going out into the crystal blue ocean
$1,700
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:
Variable
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
0
Pink beach huts in the Caribbean
$1,700
EXPLORE

Windward Islands

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
Tropical waterfall and turquoise pool in lush forest
$1,640
EXPLORE

Treasure Islands

8 Day Itinerary aboard Star Flyer
  • Visit Virgin Gorda's famous “Baths”
  • Enjoy the lifestyle of Soper's Hole
  • Walk the streets of Basseterre
  • Relax on famous St. Barts
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Variable
Set a course for the Treasure Islands and the French Riviera of the Caribbean. Discover a treasure trove of breathtaking beaches, old forts, and seaside villages waiting for you. Starting at St Martin, makeyour way to the super-chic St Barths, historic Antigua, and lush Iles des Saintes, Dominica, …
Cruise Details
0
Explore the famous rock formations of the baths
$7,500
EXPLORE

A Colorful Caribbean Time-Out

San Juan Roundtrip - 8 Day Itinerary aboard Sea Cloud Spirit
  • Explore Old San Juan's forts
  • Enjoy salsa music
  • Sail in the British Virgin Islands
  • Explore unique rock formations
Starts / Ends:
San Juan / San Juan
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Join an 8-day Caribbean journey starting in San Juan, where the city's enduring strength against historic invasions shines through its monumental forts—La Fortaleza, Fort San Felipe del Morro, Fort San Juan de la Cruz, and Fort San Cristóbal—guarding UNESCO World …
Cruise Details
0
Relax on the beaches of St. Maarten
$1,640
EXPLORE

Leeward Islands

8 Day Itinerary aboard Star Flyer
  • Visit Dominica Island
  • Snorkel at Iles des Saintes
  • Sail across Rivière Salée
  • Enjoy Gustavia's unique charm
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Variable
Embark on an 8-day cruise aboard the Star Flyer. With an island for every taste, the Caribbean is the ultimate place for relaxation. Explore the world-famous white sands and turquoise water throughout the Caribbean Sea. With more than 5,000 islands and cays spread across this unique region, …
Cruise Details
0
Pelicans hanging out in the ocean
$11,830
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 thisextraordinary and historic yacht for an 8-day voyage that brings you into lesser-known ports of the "Old Caribbean" and offers the …
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
Boats Moored to the Quay at Bridgetown Harbour
$3,540
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
Gatun Lock of the Panama Canal
$3,640
EXPLORE

Panama to Antigua

15 Day Itinerary aboard Royal Clipper
  • Transit the historic Panama Canal
  • Enjoy Grenada's unique aromas
  • Discover Dutch colonial Curacao
  • Swim in paradise in Bonaire
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
The stunning blue coastline of the Canary Islands
$2,490
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
Explore the beautiful Canary Islands
$4,180
EXPLORE

Westbound Atlantic Ocean Crossing

25 Day Itinerary aboard Star Flyer
  • Discover the Rock of Gibraltar
  • Experience Tangier
  • Visit Cadiz
  • Explore Safi
Starts / Ends:
Malaga / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Embark on a 25-day cruise aboard the Star Flyer through Malaga, Gibraltar, Tangier, Cadiz, Safi, Arrecife, Puerto del Rosario, Las Palmas, San Sebastian, and Philipsburg. Immerse yourself in the rich history and exquisite architecture of Malaga's Alcazaba and Gibralfaro Castle. Witness the …
Cruise Details
0
The stunning blue coastline of the Canary Islands
$2,490
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
Take in the sights, sounds, and colors of Barbados
$6,240
EXPLORE

Westbound Atlantic Ocean Crossing

Cannes to Barbados - 29 Day Itinerary aboard Royal Clipper
  • Marvel at Bonifacio's views
  • Explore charming Mahon, Menorca
  • See Malaga's Moorish architecture
  • Enjoy Marbella's natural beauty
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Experience the uninhibited thrill of traversing a boundless ocean under sail, without any skills or effort required on your part. Imagine long lazy days at sea chasing the horizon, relaxing under a blanket of stars, and taking in the ocean's salty fragrance. Embarking in the city of Cannes, …
Cruise Details
0
The sun sets off the Canary Islands
$15,725
EXPLORE

Dream of A Lifetime: Transatlantic Crossing

18 Day Itinerary aboard Sea Cloud
  • Follow Columbus's course
  • Sail across the Atlantic Ocean
  • Enjoy an offshore sailing adventure
  • Observe incredible sunsets
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Follow the route Columbus took across the Atlantic as you set sail for new horizons on a voyage of discovery. Discover this 17-day pure sailing adventure where for two whole weeks, the expansive ocean is the home of Sea Cloud. Water currents and trade winds are all that propel the yacht forwards. …
Cruise Details
0
Immerse yourself in the spectacular charm of the Atlantic Ocean
$2,850
EXPLORE

Westbound Atlantic Ocean Crossing

Lisbon to Barbados - 17 Day Itinerary aboard Royal Clipper
  • Discover Lisbon and its history
  • Visit Safi, Morocco
  • View Tenerife's mountains
  • Enjoy the beaches of Barbados
Starts / Ends:
Lisbon / Bridgetown
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
The 439-foot Royal Clipper is the ultimate sea-going experience for sail cruising enthusiasts, combining the grandeur, adventure, and tradition of sailing with the superior service, amenities, and accommodations of the finest modern yacht. Swim and snorkel in the Caribbean Sea's pristine …
Cruise Details
0
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