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Famous colorful huts in Barbados

Windward Islands Cruises & Travel

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Choose from one of these sailing cruises or small ship cruises that will let you access the best of the Windward Islands' culture, wildlife, and of course, isolated beaches. Contact one of Adventure Life's Caribbean experts if you have any questions about traveling to the Windward Islands or anywhere else in the Caribbean.
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    • Windward Islands
The s/v Mandalay
$2,800
EXPLORE

Grenada Round Trip

14 Day Itinerary aboard Mandalay
  • Rise early & search for marine life
  • Snorkel in crystal-clear waters
  • Enjoy views of the night sky
  • Learn to raise the ship's sails
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Enjoy two weeks in the Southern Caribbean sailing on board the Mandalay. Sail through turquoise waters, watch for marinelife, and relax on white sand beaches as you escape to these remote islands. While onboard learn how to raise the sails, take a turn at the helm, or just relax on deck!
Cruise Details
Grenada at night - Mandalay
$1,599
EXPLORE

Sailing the Grenadines

7 Day Itinerary aboard Mandalay
  • Snorkel in crystal-clear waters
  • Enjoy Bloody Marys at sunrise
  • Partake in nightly activities
  • Rise early & search for marine life
Activities: Sailing Schooner, Snorkeling
Activity Level: Relaxed
Enjoy a week in the Southern Caribbean sailing the Grenadines on board the Mandalay. Cruise through turquoise waters, watch for marinelife, and relax on white sand beaches as you escape to these remote islands. While onboard learn how to raise the sails, take a turn at the helm, or just relax on …
Cruise Details
The Pitons of St. Lucia
$6,595
EXPLORE

Caribbean: Round-trip Barbados

10 Day Itinerary aboard Sea Cloud
  • Discover the Argyle waterfall
  • Hike the Morne Gazo trail
  • Snorkel the Tobago Cays
  • Visit volcanic sulphur springs
Activities: Hiking, Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
This wonderful 10-day cruise has everything you're looking for to make your Caribbean experience unforgettable, offering picture-perfect beaches,deep volcanic lakes, dense rainforests, and waterfalls. Visit snorkelers’ paradise in the Tobago Cays, where its famous Horseshoe Reef encloses …
Cruise Details
Snorkelling the warm waters
$8,640
Save $160-$300
EXPLORE

Sailing the Caribbean

8 Day Itinerary aboard Sea Cloud (LI)
  • Experience a 4-masted, 30-sail ship
  • Sail into lesser-known ports
  • Explore wildlife, culture, and sea
  • Enjoy the relaxed Caribbean pace
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level: Relaxed
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
Sea turtle
$2,799
EXPLORE

Round-trip Bridgetown via St. Lucia

8 Day Itinerary aboard SeaDream I
  • Helicopter ride across St Lucia
  • Enjoy a catamaran ride to Mustique
  • Discover the Southern Grenadines
  • Kayak at Grande Anse
Activities: Fishing, Helicopter Tour, Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level: Relaxed
Sun and sand are yours on this exceptional 8-day round-trip Barbados cruise. Begin your island journey in Bridgetown and make your way to the beautiful Rodney and Soufriere Bays, Port Elizabeth, and the stunning Canouan and Union Islands. Disembark daily to explore colorful markets and snorkel, …
Cruise Details
Mayreau Island, St Vincent and Grenadines
$3,199
EXPLORE

Bridgetown to Bridgetown via Bequia

8 Day Itinerary aboard SeaDream I
  • Explore unspoiled Canouan Island
  • Visit Union Island
  • Snorkel at Tobago Cays
  • Discover Mayreau
Activities: Biking, Helicopter Tour, Hiking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level: Relaxed
Enjoy some water sports, relax on one of the most beautiful beachesin the world, or hike through magical landscapes on this 8-day adventure sailing across the Caribbean. Visit Pigeon Island National Park, witness the ruins of military buildings, and discover the signature Caviar Splash and Beach …
Cruise Details
Beautiful beache, Tobago Cays
$1,420
EXPLORE

Grenadines

8 Day Itinerary aboard Royal Clipper
  • Explore Bridgetown, Barbados
  • Take in Grenada's unique aromas
  • Snorkel in Tobago Cays
  • Admire Bequia's waterfront
Activities: Sailing Schooner, Scuba Diving, Snorkeling
Activity Level: Relaxed
Experience tropical life with a refined twist on this incredible 8-day cruise aboard the tall ship Royal Clipper. Lush mountains, rain forests, volcanic crater lakes, mangroves, beautiful beaches, and delicate coral reefs are hallmarks of this coveted destination. Enjoy a wonderful journey of …
Cruise Details
Snorkel the vibrant reef system
$2,399
EXPLORE

Round-trip Barbados

7 Day Itinerary aboard SeaDream I
  • Explore St. Lucia Island
  • Visit pristine Canoaun Island
  • Snorkel & swim at Tobago Cays
  • Sail along the coast of Mustique
Activities: Fishing, Helicopter Tour, Hiking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level: Relaxed
Discover the treasures of the Grenadines! Enjoy majestic volcanoes, colorful reefs, and the scent of nutmeg and vanilla on this magical 7-day sailing adventure. Scout around the snorkelers’ paradise of Tobago Cays; this horseshoe-shaped coral reef encloses four small islands that glow in rich …
Cruise Details
Promenade in Bridgetown, Barbados
$7,695
Save $600
EXPLORE

Caribbean: Round-trip Bridgetown

15 Day Itinerary aboard Sea Cloud
  • Visit Cabrits National Park
  • Enjoy the magical Argyle Waterfall
  • Discover Bequia's turtle sanctuary
  • Snorkel at Tobago Cays
Activities: Hiking, Sailing Schooner, Snorkeling, Wildlife Viewing
Activity Level: Relaxed
Experience the blue waters of the wonderful Caribbean on this 15-day round-trip cruise from Barbados. As you sail, visit the charming port cities and remote coves of Tobago Cays, Soufriere, Cabrits, and more. The Caribbean is a vibrant, lively region of colorful buildings and friendly locals. Fall …
Cruise Details
Anses d'Arlet village, Martinique, West Indies
$9,595
EXPLORE

Caribbean: Round-trip Bridgetown 2017

15 Day Itinerary aboard Sea Cloud II
  • Enjoy luxurious St. Barts
  • Discover the ÎIes des Saintes
  • Snorkel the Tobago Cays
  • Visit Grenada, the island of spice
Activities: Sailing Schooner, Snorkeling
Activity Level: Relaxed
Spend the holidays on thisunforgettable 15-day cruise exploring Caribbean hotspots. Enjoy stunning volcanic sceneries and island hideaways on the sunny side of the Lesser Antilles and the Grenadines. Discover the unique charm of this exclusive region - with more than 60 islands and reefs (of which …
Cruise Details
Enjoy a blissful snorkeling trip.
$8,095
EXPLORE

Caribbean: Barbados to Antigua

12 Day Itinerary aboard Sea Cloud
  • Admire Port Elizabeth on Bequia
  • Snorkel the Tobago Cays
  • Explore the Brimstone Hill Fortress
  • Enjoy ÎIes des Saintes
Activities: Sailing Schooner, Small Ship Cruise
Activity Level: Relaxed
Enjoy the spectacular pastels of the Caribbean while sailing into the sun along famous pirate routes. When the Sea Cloud meets the Sea Cloud II against an exquisite Caribbean backdrop and they sail together, there is a real sense of joy at the reunion of these two ships. One moment, the windjammers …
Cruise Details
Promenade in Bridgetown, Barbados
$2,290
EXPLORE

Transatlantic: Barbados to Lisbon

17 Day Itinerary aboard Royal Clipper
  • Explore stunning Barbados
  • Visit Sao Miguel Island
  • Enjoy some incredible days onboard
  • Discover Lisbon's history
Activities: Sailing Schooner, Small Ship Cruise
Activity Level: Relaxed
Relish in the time-out-of-mind sensation of watching the water slip under the bow, or gaze at an infinite sea, feeling the steadying power of the sails as they capture the energy of the wind and thrust your ship through the expanse of the Atlantic Ocean. Start your adventure in the tropical …
Cruise Details
Snorkel in the Baths of the Virgin Islands
$6,995
EXPLORE

Caribbean: Antigua to Barbados

11 Day Itinerary aboard Sea Cloud II
  • Explore Brimstone Hill Fortress
  • Visit a botanical garden
  • Snorkel along the Tobago Cays
  • Hike the Morne Gazo trail
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Join the Sea Cloud II on this 11-day cruise discovering Caribbean hot spots. Enjoy exclusive picture-perfect beaches, deep volcanic lakes, dense rainforests, amazing waterfalls, and small river courses that form the primordial backdrop of the island’s sugar cane fields and spice plantations. …
Cruise Details
A snorkeler walking along a white sandy beach.
$4,895
EXPLORE

Caribbean: Round-trip Antigua

8 Day Itinerary aboard Sea Cloud II
  • Visit a turtle sanctuary
  • Snorkel the Tobago Cays
  • Explore Cabrits National Park
  • Enjoy ÎIes des Saintes
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Caribbean joie de vivre, nature in all its glory, and French holiday flair. For many, life under water is a fascinating world – one that becomes even more magical the closer you get. The Tobago Cays’ Horseshoe Reef is such a place. This horseshoe-shaped coral reef encloses four small …
Cruise Details
Pink beach huts on tropical Antigua island
$1,420
EXPLORE

Windward Islands

8 Day Itinerary aboard Royal Clipper
  • Explore lush St. Lucia Island
  • Hike to Trafalgar Falls
  • Discover Falmouth Harbour, Antigua
  • Visit sophisticated Martinique
Activities: Sailing Schooner, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
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
Caribbean
$6,895
EXPLORE

Caribbean: Barbados to Antigua

12 Day Itinerary aboard Sea Cloud II
  • Visit a turtle sanctuary on Bequia
  • Snorkel along the Tobago Cays
  • Admire volcanic sulphur springs
  • Discover the famous Baths
Activities: Hiking, Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Exchange the winter blues for the pastels of the Caribbean, sailing into the sun along famous pirate routes. Visit Gustavia, located on well-known St Barthélemy, a top holiday destination for the rich and famous from around the world. Its red roof houses nestled into the green hills look …
Cruise Details
A green heron found in the Caribbean
$6,995
EXPLORE

Caribbean: St. John's to Bridgetown

11 Day Itinerary aboard Sea Cloud II
  • Explore Virgin Gorda
  • Enjoy sophisticated St. Barthélemy
  • Discover Port Elizabeth, Bequia
  • Visit charming Dominica
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Join this exclusive 11-day adventure, admire the blue waters of the region, and disembark daily to discover small towns with cobbled streets and amazing European style - the Caribbean Islands are a real dream destination. People from all over the world dream of their perfect tropically warm waters …
Cruise Details
The Pitons of St. Lucia
$12,980
EXPLORE

Hidden Gems of the Caribbean

12 Day Itinerary aboard Le Ponant (ZE)
  • Visit little-explored Grenadines
  • Seek out a variety of endemic birds
  • Snorkel or dive to discover reefs
  • Learn the history of the islands
Activities: Hiking, Scuba Diving, Snorkeling, Village Visit, Wildlife Viewing
Activity Level: Relaxed
Explore the lesser-known island gems of the eastern Caribbean on an itinerary exclusively designed to take you far from the standard cruise ship routes. Join Le Ponant on this 12-day journey, discovering several of the idyllic islands thatcomprise the little-explored Grenadines, an island chain in …
Cruise Details
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