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Windward Islands Trips in 2020

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1-18 of 38 Results
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    • Windward Islands
Pink beach huts in the Caribbean
$2,340
Savings
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, 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
Bright blue waters of the Caribbean
$2,160
Savings
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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, 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
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
Dock going out into the crystal blue ocean
$2,800
Save $600
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
  • 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
0
The Pitons in St Lucia
$1,649
EXPLORE

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
Mountains by the ocean in St Lucia
$1,649
EXPLORE

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 …
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
Pelicans hanging out in the ocean
$9,290
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
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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
Admire the locals on your Virgin Islands cruise
$3,499
Savings
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Bridgetown to Bridgetown

9 Day Itinerary aboard SeaDream I
  • Explore unspoiled Canouan Island
  • Visit Union Island
  • Snorkel at Tobago Cays
  • Discover Mayreau
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Discover the many facets of the Caribbean on this exclusive 9-day expedition. Observe reefs, fish, coral, and other aquatic life. Board a lovely catamaran that takes you on an exclusive sail-away to the beautiful Tobago Keys for a morning of swimming, snorkeling, and sunning.Discover an intimate …
Cruise Details
0
Islands of the Caribbean
$3,399
Savings
EXPLORE

Bridgetown to Bridgetown

8 Day Itinerary aboard SeaDream II
  • Discover Bridgetown's beaches
  • Relax and enjoy luxurious amenities
  • Hike to Saltwhistle Bay in Mayreau
  • Visits Tobago Cays Marine Park
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Hiking, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
This 8-day Caribbean cruise takes you through Saint Lucia, Bequia, Grenada, Barbados, and more. Rich in natural beauty, fascinating history, and brilliant culture, these islands are sure to delight. Get a taste of the Caribbean culture while exploring some of the most beautiful islands in the …
Cruise Details
0
Mayreau Island, St Vincent and Grenadines
$3,099
Savings
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
Starts/ Ends in:
Bridgetown / Bridgetown
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
0
Soak in the sun in colorful Marigot
$2,999
Savings
EXPLORE

Marigot to Bridgetown

8 Day Itinerary aboard SeaDream I
  • Discover the underwater world
  • Enjoy the stunning St. Lucia
  • Fish at Marigot
  • Enjoy the glamour of St. Barts
Starts/ Ends in:
Marigot / Bridgetown
Activities:
Biking, Hiking, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Enjoy a little bit of everything on this amazing 8-day cruise, starting at Saint Martin and sailing to beautiful Barbados. Visit the famous jet-set island of St.Barts, well known for its charming streets, glamorous cafes and restaurants, and luxurious white sand beaches. Explorethe capital of …
Cruise Details
0
Famous colorful huts in Barbados
$2,999
Savings
EXPLORE

Bridgetown to Malaga

13 Day Itinerary aboard SeaDream I
  • Discover historical Malaga
  • Sail from the Old to the New World
  • Take in the fresh ocean breeze
  • Relax and enjoy luxurious amenities
Starts/ Ends in:
Bridgetown / Malaga
Activities:
Small Ship Cruise, Wine Tasting
Activity Level:
Relaxed
Follow the route Columbus took across the Atlantic as you set sail for new horizons on a voyage of discovery. Join this 13-day offshore adventure, ideal for those wishing to spend time at sea and enjoy some incredible sunset views. A transatlantic cruise experience is certainly one of the most …
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
Beautiful beach in Dominica
$2,240
Savings
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
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
EXPLORE

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
Play on the famously beautiful beaches of St. Barth's
$11,895
EXPLORE

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
1-18 of 38 Results

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