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Caribbean Small Ship Cruise Tours

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Pink beach huts in the Caribbean
$2,340
Savings
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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, 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
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Beautiful beach in Dominica
$2,240
Savings
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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
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
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 amazing region, there’s a lot of paradise to see. Best of all, …
Cruise Details
0
Gatun Lock of the Panama Canal
$4,160
Savings
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Panama Canal: 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:
Sailing Schooner, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
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
St George's Harbor - Grenada
$3,420
Savings
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Pearls of the Caribbean

8 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 in:
Fort de France / Fort de France
Activities:
Hiking, Kayaking, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Champlain on its 8-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 …
Cruise Details
0
Tropical waterfall and turquoise pool in lush forest
$2,240
Savings
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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
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
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
Dock going out into the crystal blue ocean
$2,800
Save $600
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Grenada Round Trip

14 Day Itinerary aboard Mandalay
  • Rise early & search for marine life
  • Snorkel in crystal-clear waters
  • Enjoy views of the night
  • Learn to raise the ship's sails
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail through turquoise waters, watch for marinelife, and relax on white sand beaches as you escape to these remote islands. This fabulous 14-day voyage offers you an authentic sailing experience giving you the chance to learn how to raise the sails, take a turn at the helm, or just relax on deck! …
Cruise Details
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The Pitons in St Lucia
$1,649
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Sail to St. Lucia

7 Day Itinerary aboard Mandalay
  • Enjoy morning coffee at sunrise
  • Snorkel & swim in Caribbean waters
  • Sip a rum swizzle
  • Relax on the top deck
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Join the S/V Mandalay crew on this 7-day roundtrip sailing adventure starting and ending in St. Lucia, an island known for its beaches and reef-diving sites. Enjoy the winds of the Caribbean, take a turn at the helm, and partake in raising the vessel sails. Experience daily island visits for …
Cruise Details
0
St George's Harbor - Grenada
$1,599
Savings
EXPLORE

Grenada Round Trip

7 Day Itinerary aboard Mandalay
  • Rise early & search for marine life
  • Snorkel in crystal-clear waters
  • Enjoy views of the night
  • Learn to raise the ship's sails
Starts/ Ends in:
Grenada / Grenada
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail through turquoise waters, watch for marine life, and relax on white sand beaches as you escape to these remote islands. This fabulous 7-day voyage offers you an authentic sailing experience giving you the chance to learn how to raise the sails, take a turn at the helm, or just relax on deck! …
Cruise Details
0
Play on the famously beautiful beaches of St. Barth's
$11,895
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Caribbean: Round-trip Philipsburg

16 Day Itinerary aboard Sea Cloud
  • Snorkel the famed Virgin Gorda
  • See luxurious St. Barthelemy
  • Explore the culture of Grenada
  • Admire beautiful St. Lucia
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Explore the best of the Caribbean on this round-trip cruise from Philipsburg aboard the Sea Cloud sailing ship. From the charming Dutch Colonial port town of Philipsburg, make your way to the British Virgin Islands. Snorkel the famed baths, or simply relax on the white sandy beaches before sailing …
Cruise Details
0
Stroll along the white sandy beaches of St. Barth's
$9,265
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Caribbean: Round-trip Philipsburg

15 Day Itinerary aboard Sea Cloud
  • See St Barths' luxurious lifestyle
  • Visit beautiful islands
  • Discover The Baths at Virgin Gorda
  • Observe incredible sunsets
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Fall in love with the region's sun, sand, and culture. Delight yourself with deep volcanic lakes, dense rainforests, waterfalls, and small river courses that form the primordial backdrop of the island’s sugar cane fields and spice plantations. The scent of cloves, cinnamon, and nutmeg …
Cruise Details
0
Pelicans hanging out in the ocean
$9,290
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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
0
$5,040
EXPLORE

Golf and Pro-Am in the Caribbean

9 Day Itinerary aboard Le Champlain
  • Play in the Pro-Am tournament
  • Discover the Los Roques archipelago
  • Explore Holandes Cay & San Blas
  • Golf by the sea with amazing views
Starts/ Ends in:
Fort de France / Marigot
Activities:
Hiking, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
You're invited to combine the pleasures of sailing and teeing off during anall-new 9-day cruiseto the heart of theCaribbean.

For this first“Golf and Pro-Am in the Caribbean”edition, sail aboardLe Champlainto discover a series of carefully chosen courses that will take you …
Cruise Details
0
Pink beach huts in the Caribbean
$3,960
Savings
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Bridgetown to Fort Lauderdale (Florida)

10 Day Itinerary aboard Silver Whisper
  • Relax on Jost Van Dyke's beaches
  • Visit Les Saintes
  • Tour Port Elizabeth on Bequia
  • Admire Mayreau Island
Starts/ Ends in:
Bridgetown / Fort Lauderdale
Activities:
Biking, Kayaking, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Discover the Caribbean on this 10-day sailing adventure from Bridgetown to Fort Lauderdale, Florida. Visit the colorful small cities and the exceptional beaches this archipelago is famous for as you sit back and relax while sailing through one of the most exclusive regions in the world aboard the …
Cruise Details
0
Skyline of Old Havana Cuba
$9,265
EXPLORE

Caribbean: Philipsburg to Havana

15 Day Itinerary aboard Sea Cloud II
  • Relax in style at St. Barths
  • Explore historic Santo Domingo
  • Visit banana farms in Jamaica
  • Admire the architecture of Cuba
  • Stroll the historic Malecon
Starts/ Ends in:
Philipsburg / Havana
Activities:
Small Ship Cruise
Activity Level:
Relaxed
Board the Sea Cloud II for this 15-day Caribbean cruise. Depart Philipsburg, St. Maarten to visit sparkling St. Barths; Santo Domingo, the oldest city in the New World; and sugar and banana plantations near Port Antonio, Jamaica. Cruise to Cuba to visit ports such as Santiago de Cuba, known for its …
Cruise Details
0
Explore the famous rock formations of the baths
$7,275
EXPLORE

Bridgetown to Philipsburg

11 Day Itinerary aboard Sea Cloud
  • Snorkel the waters of Virgin Gorda
  • Watch for stunning sunsets
  • Hike beautiful St. Lucia
  • Explore luxurious St. Barthelemy
Starts/ Ends in:
Bridgetown / Philipsburg
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Cruise across the beautiful Caribbean aboard the Sea Cloud. Sail from Bridgetown to Philipsburg, with stops in Soufriere on St. Lucia, Cabrits on Dominica, Gustavia on St. Barthelemy, and more. Snorkel the clear waters of the Baths on Virgin Gorda, hike lush forests for views from the pitons of St. …
Cruise Details
0
Wander through historic St. Lucia
$7,985
EXPLORE

Philipsburg to Bridgetown

11 Day Itinerary aboard Sea Cloud
  • See glitzy St. Barths
  • Snorkel the waters of Virgin Gorda
  • Watch stunning sunsets
  • Hike the pitons of St. Lucia
Starts/ Ends in:
Philipsburg / Bridgetown
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Experience the blue waters of the wonderful Caribbean on this 11-day cruise from Philipsburg to Bridgetown. As you sail, visit the charming port cities and remote coves of Gustavia, Virgin Gorda, Bequia, and more. The Caribbean is a vibrant, lively region of colorful islands and friendly locals. …
Cruise Details
0
Beach, harbor and village of Terre-de-Haut
$7,945
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Caribbean: Bridgetown to Bridgetown

12 Day Itinerary aboard Sea Cloud
  • Visit the Old Hegg Turtle Sanctuary
  • Visit Cabrits National Park
  • Stroll in the town of Gustavia
  • Discover volcanic sulphur springs
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Sailing Schooner, Small Ship Cruise, Wildlife Viewing
Activity Level:
Relaxed
Experience the blue waters of the wonderful Caribbean on this 12-day round-trip cruise from Barbados. As you sail, visit the charming port cities and remote coves of Port Elizabeth, Soufriere, Cabrits, and more. The Caribbean is a vibrant, lively region of colorful buildings and friendly locals. …
Cruise Details
0
Relax on the beaches of the Caribbean
$7,275
EXPLORE

Caribbean: Round-trip Philipsburg

11 Day Itinerary aboard Sea Cloud
  • Snorkel the British Virgin Islands
  • See luxurious St. Barths
  • Watch stunning sunsets
  • Explore charming Soufriere
Starts/ Ends in:
Philipsburg / Gustavia
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Experience the blue waters of the wonderful Caribbean on this 11-day round-trip cruise from Philipsburg in St. Maarten. As you sail, visit the charming port cities and remote coves of Gustavia, Virgin Gorda and more. The Caribbean is a vibrant, lively region of colorful islands and friendly locals. …
Cruise Details
0
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