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Relax on the beaches of the Caribbean

Leeward Islands Trips in December, 2020

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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
0
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
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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
Mountains by the ocean in St Lucia
$1,649
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St. Lucia & Grenada

7 Day Itinerary aboard Mandalay
  • Snorkel & swim with marinelife
  • Visit white sand beaches
  • Enjoy evening activities
  • Watch the Caribbean sunrise
Activities:
Sailing Schooner, Snorkeling
Activity Level:
Relaxed
White sandy beaches, turquoise water, and lush rainforests make the Caribbean an exciting and relaxing cruise experience. Starting on St. Lucia,home to the Piton Peaks and mesmerizing beauty all the way to Grenada.Admiring majestic volcanoes, colorful reefs, and the scent of nutmeg and vanilla on …
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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
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St George's Harbor - Grenada
$1,599
Savings
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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
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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
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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
Explore the small island of Virgin Gorda as you sail the Caribbean
$7,515
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Philipsburg Round Trip

10 Day Itinerary aboard Sea Cloud Spirit
  • Visit the charming Virgin Islands
  • Explore stunning White Bay
  • Discover magnificent Isla Culebrita
  • Tour Cruz Bay known as ‘Love City’
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
Sea Cloud Spirit takes you to the seas for a stunning adventure packed with incredible experiences starting at the charming port town of Philipsburg, St. Maarten. As you sail, visit the British Virgin Islands with heavenly bays, gorgeous beaches, idyllic anchoring spots, smart yacht clubs, and …
Cruise Details
0
San Juan, Puerto Rico
$4,899
Savings
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San Juan to San Juan

8 Day Itinerary aboard SeaDream II
  • Discover diverse marine life
  • Dive & explore Saba Island
  • Explore Tortola Island's canopy
Starts/ Ends in:
San Juan / San Juan
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Discover the Caribbean on this exclusive 8-day cruise aboard the SeaDream ll. Explore paradisical island beaches as you enjoy the perfect tropical weather this region offers. Wear your swim suit, bring a towel, water, and plenty of sun protection, and get ready to enjoy your days in this beautiful, …
Cruise Details
0
Stroll along the beautiful beaches of the Caribbean
$4,555
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Caribbean: Round-trip Philipsburg

8 Day Itinerary aboard Sea Cloud
  • Visit the port town of Philipsburg
  • Discover the stunning White Bay
  • Explore the famous ‘Love City’ Cruz
  • Experience St. Barthélemy
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
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 hang in the air wherever you go. Admire the Caribbean's …
Cruise Details
0
Caribbean
$4,545
EXPLORE

Philipsburg Round Trip

8 Day Itinerary aboard Sea Cloud Spirit
  • Visit the port town of Philipsburg
  • Visit the birthplace of Sanjuaneros
  • Explore the famous ‘Love City’ Cruz
  • Discover the stunning White Bay
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Kayaking, Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Board the Sea Cloud Spirit and start your exciting adventure from the beautiful city of Philipsburg, St. Maarten. Voyage along the idyllic and warm waters of the Caribbean and explore the beauty of each destination. Visit San Juan, Isla Culberita, and Esperanza in Puerto Rico. Explore the beautiful …
Cruise Details
0
Jost Van Dyke, British Virgin Islands
$3,199
Savings
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Castries, St. Lucia to San Juan

8 Day Itinerary aboard SeaDream I
  • Dive along the coast of St. Barts
  • Enjoy a unique dolphin encounter
  • Enjoy the sulfur springs at Soufrie
  • Visit the Spanish fortress
Starts/ Ends in:
Bequia / San Juan
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail the beautiful blue waters of the Virgin Islands on this 8-day Caribbean cruise. See the fascinating islands of the area, including Castries St. Lucia, Port Elizabeth, Bequia, Soufriere Bay and and many more.Swim and snorkel in one of the most incredible landscapes in the world or dive to your …
Cruise Details
0
Mountains by the ocean in St Lucia
$3,199
Savings
EXPLORE

Castries to San Juan

8 Day Itinerary aboard SeaDream I
  • Relax on beautiful beaches
  • Bike around Gustavia
  • Experience Iles des Saintes
  • Enjoy Saint Lucia
Starts/ Ends in:
Bequia / San Juan
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
On this once-in-a-lifetime Caribbean adventure, join SeaDream on an 8-day exploration.Enjoy an incredible hike as well as an exciting water sport in different islands. Many beautiful places are waiting for you to visit, explore and to discover!
Cruise Details
0
St Barts harbor view
$2,999
Savings
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Charlotte Amalie, St. Thomas to San Juan

8 Day Itinerary aboard SeaDream II
  • Visit the beaches of St. Thomas
  • Enjoy a unique dolphin encounter
  • Dive along the coast of St. Barts
  • Visit the island of St. Thomas
Starts/ Ends in:
Charlotte Amalie / San Juan
Activities:
Hiking, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail the beautiful blue waters of the Virgin Islands on this 8-day Caribbean cruise. See the fascinating islands of the area, including St. Thomas, Tortola, and Anguilla.Swim and snorkel in one of the most incredible landscapes in the world! Join optional excursions such as an exclusive horseback …
Cruise Details
0
Dock going out into the crystal blue ocean
$2,340
Savings
EXPLORE

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
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
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
Colorful harbor of Bonaire
$12,885
EXPLORE

Philipsburg to Puntarenas

16 Day Itinerary aboard Sea Cloud Spirit
  • View a tropical paradise Grenada
  • Immerse in traditions and culture
  • Transit the famous Panama Canal
  • Explore spectacular Costa Rica
Starts/ Ends in:
Philipsburg / Quepos
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
Fall in love with the crystal waters of the Caribbean, Panama and Costa Rica on this 16-day cruise aboard the Sea Cloud Spirit. Begin your exciting journey in Philipsburg, St. Maarten. Enjoy the tropical scenery of the best diving and snorkeling spots in the Carribean. Explore the colonial center …
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
1-18 of 25 Results

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