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Windward Islands Trips in 2021

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1-18 of 37 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
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, 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
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
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
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
Stroll along the white sandy beaches of St. Barth's
$9,265
EXPLORE

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
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
0
Relax on the shores of the Caribbean
$4,400
Savings
EXPLORE

Bridgetown Round-trip

10 Day Itinerary aboard Silver Whisper
  • Explore Bridgetown
  • Visit St.Georges, the Isle of Spice
  • Stroll through Oranjestad
  • Discover Willemstad
  • Admire Bequia's virgin beaches
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
If it is vibrant color from turquoise seas to lush verdure that you want, then look no further than the Caribbean. Hop from one island to the next, taking in Grenada’s spicy scents, Aruba’s pastel architecture and St. Lucia’s gleaming beaches. Set against a canopy of palm trees …
Cruise Details
0
Enjoy the beautiful blue Caribbean
$6,785
EXPLORE

Philipsburg to Bridgetown

9 Day Itinerary aboard Sea Cloud
  • Enjoy the ÎIes des Saintes
  • Watch incredible sunsets
  • Visit Cabrits National Park
  • Discover Antigua
Starts/ Ends in:
Philipsburg / Bridgetown
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Experience the blue waters of the wonderful Caribbean on this 9-day round-trip cruise from Barbados. As you sail, visit the charming port cities and remote coves of Cabrits, Gustavia, Antigua and more. The Caribbean is a vibrant, lively region of colorful islands and friendly locals. Fall in love …
Cruise Details
0
Caribbean beach bar
$5,595
EXPLORE

Caribbean: Round-trip Bridgetown via Bequia

8 Day Itinerary aboard Sea Cloud
  • Explore the Argyle Waterfall
  • Discover Grenada Island
  • Swim in the Tobago Cays
  • Visit Old Hegg Turtle Sanctuary
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Sailing Schooner, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Experience the blue waters of the wonderful Caribbean on this 8-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
0
The Pitons in St Lucia
$3,960
EXPLORE

Pearls of the Caribbean 2021

9 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:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Champlain on its 9-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
Spectacular views over the crater lake
$3,299
Savings
EXPLORE

Bridgetown to Lisbon

13 Day Itinerary aboard SeaDream I
  • Sit back and relax on board
  • Discover tranquility offshore
  • Enjoy perfect views of Lisbon
  • Visit the Azores
Starts/ Ends in:
Bridgetown / Lisbon
Activities:
Small Ship Cruise
Activity Level:
Relaxed
Crossing the Atlantic in a small ship is an experience that leaves a lasting impression. For 13 days sail across the Atlantic Ocean, making your way from Barbados to the enchanting city of Lisbon. Sit back and relax, surrounded by vast horizons and perfect tropical weather conditions as you leave …
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
Take the time to explore St. Lucia
$3,399
Savings
EXPLORE

Bridgetown Roundtrip

7 Day Itinerary aboard SeaDream II
  • Visit Union Island
  • Discover Mayreau
  • Swim and snorkel at Tobago Cays
  • Explore Bridgetown's beaches
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Hiking, Small Ship Cruise
Activity Level:
Relaxed
SeaDream II anchors off in different places and offers an exciting adventure.Discover beautiful and magnificent beaches in the Caribbean. Embark the ship in the four streets wide city of Marigot and take time to go around it. One of these days, you will visit Tobago Cays and the Tobago Cays Marine …
Cruise Details
0
Famous colorful huts in Barbados
$3,299
Savings
EXPLORE

Bridgetown to Bridgetown

8 Day Itinerary aboard SeaDream II
  • Discover Bridgetown's beaches
  • Visits Tobago Cays Marine Park
  • Play water sports at St. George
  • Hike to Saltwhistle Bay in Mayreau
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Discover the many facets of the Caribbean on this exclusive 8-day expedition. Enjoy a slow panoramic ride alongBequia'scoast while a knowledgeable guide points out where the luxurious houses of the rich and famous can be seen.Discover an intimate cluster of five uninhabited islands, heavenly …
Cruise Details
0
Beautiful beach in Dominica
$2,550
EXPLORE

Round Trip St. Lucia

7 Day Itinerary aboard Vela
  • Admire the majestic Pitons
  • Hike to the Trafalgar Falls
  • Discover Iles des Saintes Island
  • Explore Martinique Island
Starts/ Ends in:
Rodney Bay / Rodney Bay
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
It starts with a sail in the shadow of the mighty Pitons. You will soon discover hidden islets, abandoned plantations, eclectic island boutiques, and how easy it is to pass the time sipping fine French wines at a sidewalk café. Hike through a rainforest, or to the peaks of smoldering …
Cruise Details
0
1-18 of 37 Results

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