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Leeward Islands Cruises & Travel

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1-18 of 55 Results
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    • Leeward Islands
Snorkel in the Baths of the Virgin Islands
$6,900
EXPLORE

Charlotte Amalie to Charlotte Amalie

8 Day Itinerary aboard SeaDream II
  • Ride a jet above St. Thomas
  • Visit The Baths at Virgin Gorda
  • Enjoy the ambience of White Bay
  • Hike Saba's Crispeen Track
Activities: Biking, Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level: Relaxed
Join the SeaDream ll on the journey of a lifetime across the Caribbean, starting and ending at the incredible island of St.Thomas and exploring this wonderful archipelago. Ecologically and culturally recognized for its pure beauty, this magical destination is among the world’s most …
Cruise Details
A snorkeler walking along a white sandy beach.
$6,900
EXPLORE

Round-trip Charlotte Amalie via St. John

8 Day Itinerary aboard SeaDream II
  • Enjoy scenic views at St. Thomas
  • Hike and snorkel at Norman Island
  • Relax at White Bay, Jost Van Dyke
  • Discover Soper's Hole, Tortola
Activities: Biking, Hiking, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level: Relaxed
Explore the Caribbean on this wonderful 8-day cruise that mixes adventure and relaxation perfectly, giving you the opportunity to join some unique land excursions. Enjoy an epic trip to The Baths, anddiscover thisintriguing group of sea caves and unusual rock formations spectacularly set on an …
Cruise Details
A green heron found in the Caribbean
$6,900
EXPLORE

Round-trip Charlotte Amalie via Anguilla

8 Day Itinerary aboard SeaDream II
  • Visit the island of St. Thomas
  • Discover Tortola Island
  • Dive and explore Saba Island
  • Observe St. Bart's marine life
Activities: Biking, Hiking, Horseback Riding, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level: Relaxed
Discover what freedom tastes like as you sail across the pristine turquoise Caribbean waters in the comfort of a luxury yacht on this 8-day adventure aboard the SeaDream ll. Explore and shop in the colorful markets of St. Thomas, and enjoy swimming and snorkeling around the clear waters of Norman …
Cruise Details
Jost Van Dyke, British Virgin Islands
$6,900
EXPLORE

Charlotte Amalie to Philipsburg

8 Day Itinerary aboard SeaDream II
  • Explore highlights of St. Thomas
  • Snorkel at Jost van Dyke
  • Hike & enjoy Saba's natural beauty
  • Be a part of the St. Martin Regatta
Activities: Fishing, Helicopter Tour, Hiking, Kayaking, Small Ship Cruise, Snorkeling, Spa & Relaxing, Wildlife Viewing, Zip Line
Activity Level: Relaxed
Join the Sea Dream on this incredible 8-day cruise. Sail across the Caribbean enjoying all the treasures of this magical region. Visit the U.S. Virgin Islands, blessed with many beautiful beaches and bays, fine anchorages, and verdant hills. Try scuba diving or an opportunity to swim with the …
Cruise Details
The charming streets of Colonial Caribbean
$6,900
EXPLORE

Round-trip Charlotte Amalie via St. Barts

8 Day Itinerary aboard SeaDream II
  • Discover Tortola Island
  • Visit the beaches of St. Thomas
  • Observe St. Bart's marine life
  • Enjoy the ambience of White Bay
Activities: Hiking, Kayaking, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level: Relaxed
This 8-day exploration of the Caribbean Islands includes visits to magnificent bays and inhabited islands surrounded by the most beautifulblue waters. Enjoy snorkeling opportunities andsoak up the sun on charming sandy beaches. Relax and take in the sea winds as you navigate through the Virgin …
Cruise Details
Deep blue waters await you on your Caribbean cruise
$6,900
EXPLORE

Marigot to Marigot via Anguilla

8 Day Itinerary aboard SeaDream I
  • Swim with dolpins at Sandy Ground
  • Snorkel at Norman Island
  • Explore Tortola Island by jeep
  • Discover St. Kitts' zip-line trails
Activities: Biking, Fishing, Hiking, Horseback Riding, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing, Zip Line
Activity Level: Relaxed
Explore the Caribbean and enjoy the opportunity to tee off, swim with dolphins, or bike around the islands. Visit wonderful landscapes, such as South Friar's Bay and Soper's Hole. Relax on the glamorous white sand beaches of St. Barts or participate in custom designed land adventures …
Cruise Details
Mandalay Caribbean Beach
$3,000
EXPLORE

British Virgin Islands

14 Day Itinerary aboard Mandalay
  • Discover the "Island of Spice"
  • Rest on Bequia's beaches
  • Snorkel and swim at Mayreau
  • View turtles in their habitat
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling, Village Visit
Activity Level: Relaxed
This 14-day exploration of theBritish Virgin Islands includes visits to magnificent bays,inhabited islands, and crystal clear waters. Enjoy snorkeling opportunities andsoak up the sun on beautiful Caribbean sandy beaches. Take part in raising the sails or just enjoy the sea winds as you navigate …
Cruise Details
An underwater world awaits you
$3,000
EXPLORE

Antigua to Grenada

14 Day Itinerary aboard Mandalay
  • Discover Bequia's landscapes
  • Explore local bars and restaurants
  • Visit St. Lucia's beaches and reefs
  • Snorkel and swim from the boat
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
This 14-day cruise offers the best opoortunirty for a true sailing vessel journey. Board the S/V Mandalay in Antigua and disembark in Grenada. As the wind marks the navigation course visit islands like Nevis, Isle Des Saintes, Dominica, St. Lucia, St. Vincent, Bequia, Canouan, Tobago Cays, Mayreau, …
Cruise Details
Snorkel the clear, tropical waters
$3,000
EXPLORE

Grenada to St. Maarten

14 Day Itinerary aboard Mandalay
  • Enjoy tours through local villages
  • Visit the small island of Mayreau
  • Snorkel with sea turtles
  • Partake in raising the sails
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling, Village Visit
Activity Level: Relaxed
This 14-day adventure takes you from Grenada to St. Maarten aboard the S/V Mandalay, a true sailing vessel that currently navigates through the Windward and Leeward islands. Begin your sailing adventure in Grenada, known as the "Island of Spice" because of the abundance of locally grown …
Cruise Details
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
Mandalay Raising the Sails
$1,799
EXPLORE

Antigua to St. Maarten

7 Day Itinerary aboard Mandalay
  • Snorkel and swim from the ship
  • Enjoy morning pastries and coffee
  • Gaze at the night sky
  • Sip a rum swizzle
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Experience this 7-day Caribbean adventure visiting a selection of islands with warm beaches and crystal clear waters. Start your voyage in Antigua, an island also known as Waladi or Wadadli by the native population. Afterwards navigate along Nevis, St. Kitts, St. Barths, Anguilla, St. Maarten, and …
Cruise Details
Sunset of Mandalay Caribbean
$1,799
EXPLORE

British Virgin Islands

7 Day Itinerary aboard Mandalay
  • Look for bird life
  • Snorkel in crystal waters
  • Gaze at the night sky
  • Relax with your favorite book
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Board the S/V Mandalay in St. Maarten or Tortola for a 7-day Caribbean sailing adventure. Visit a selection of islands including St. Maarten, Anguilla, Jost Van Dyke, Norman Island, Peter Island, Virgin Gorda, Tortola, and based on wind conditions, many more locations! Hang out on the top deck …
Cruise Details
Top Deck
$1,799
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
The beautiful Caribbean
$1,799
EXPLORE

St. Maarten to St. Lucia

7 Day Itinerary aboard Mandalay
  • View marine life and birds
  • Listen to local lore
  • Relax on Caribbean beaches
  • Taste local seafood
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
This 7-day adventure aboard the S/V Mandalay takes you from St. Maarten to St. Lucia for a memorable vacation in paradise. Swim, snorkel, and relax on golden beaches bathed in crystal-clear Caribbean waters. Visit a selection of islands including St. Maarten, Nevis, St. Kitts, Anguilla, Dominica, …
Cruise Details
Snorkeling Mandalay
$1,799
EXPLORE

St. Maarten Round Trip

7 Day Itinerary aboard Mandalay
  • Watch the sunrise from the deck
  • Snorkel in crystal waters
  • Enjoy lunch ashore
  • Join in on the Mandalay Masquerade
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Board the S/V Mandalay for a once-in-a-lifetime experience that fewothers ever see or even dream of. Partake in raising the sails, take a turn at the helm, or just enjoy the winds of the Caribbean sea filling the sails with new friends aboard. The choice is yours! Visit locations such asSt. …
Cruise Details
Diving off the side of the s/v Mandalay
$1,799
EXPLORE

St. Lucia to Antigua

7 Day Itinerary aboard Mandalay
  • Taste early morning delights
  • Snorkel and swim in rich waters
  • Enjoy lunch ashore on the beach
  • Join in on the Mandalay Masquerade
Activities: Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level: Relaxed
Experience a memorable Caribbean sailing adventure on this 7-day cruise fromSt. Lucia to Antigua.Hang out on the top deck looking for marine and bird life, enjoy different water sport activities on paradisiac islands, and choose from various Island excursions each day. Partake in raising the sails, …
Cruise Details
Snorkel in the Baths of the Virgin Islands
$1,450
EXPLORE

Sailing the Virgin Islands

7 Day Itinerary aboard Liberty Star
  • Island-hop the Virgin Islands
  • Experience vibrant ports and towns
  • Walk along pink-sand beaches
  • Hike ruins and historical sites
Activities: Kayaking, Small Ship Cruise, Snorkeling, Whale Watching, Wildlife Viewing
Activity Level: Relaxed
Board the Liberty Star for this 7-day cruise between the US and British Virgin Islands. The Liberty Star never follows a fixed itinerary, enabling the Captain to chart a course that results in the best wind and weather. Wake up each morning on a different island and seize the opportunity to …
Cruise Details
Unspoiled beaches and pristine coves in the Caribbean
$7,400
EXPLORE

Marigot to Bridgetown via Anguilla

8 Day Itinerary aboard SeaDream I
  • Explore St. Lucia by helicopter
  • Zip-line across St. Martin
  • Discover the Southern Grenadines
  • Snorkel at St. Barts
Activities: Fishing, Helicopter Tour, Hiking, Kayaking, Scuba Diving, Snorkeling, Wildlife Viewing, Zip Line
Activity Level: Relaxed
Explore Caribbean hotspots on this unique 8-day adventure cruising between Marigot to Bridgetown. Visit St. Martin and spend your day finding the perfect fishing spot forblue marlin, tuna, swordfish, mahi-mahi, white marlin, sailfish, wahoo, barracuda, and more! Discover the benefits of paddling a …
Cruise Details
1-18 of 55 Results

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