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Caribbean Hiking Tours

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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
A snorkeler walking along a white sandy beach.
$3,499
EXPLORE

Round-trip Charlotte Amalie via St. John

8 Day Itinerary aboard SeaDream I
  • Enjoy scenic views at St. Thomas
  • Hike and snorkel at Norman Island
  • Visit glamorous St. Barths
  • Enjoy incredible food on board
Starts/ Ends in:
Charlotte Amalie / Charlotte Amalie
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
Islands of the Caribbean
$3,399
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
Mayreau Island, St Vincent and Grenadines
$3,099
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
Promenade in Bridgetown, Barbados
$2,999
EXPLORE

Marigot to Bridgetown

8 Day Itinerary aboard SeaDream I
  • Discover St. Lucia
  • Visit the Moon Hole at Bequia
  • Relax at Mustique
  • Experience Iles des Saintes
Activities:
Fishing, Helicopter Tour, Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing, Zip Line
Activity Level:
Relaxed
This unique cruise mixes relaxation and adventure perfectly! Explore the Caribbeanwhile you enjoy incredible views of the islands on this 8-day expedition aboard the SeaDream I. VisitPort Elizabeth, well known for its reefs and long silvery stretches of beach. Among the first things you notice are …
Cruise Details
A dolphin jumps out of the water
$2,999
EXPLORE

Marigot to Marigot

6 Day Itinerary aboard SeaDream I
  • Relax on beautiful beaches
  • Dive in pristine Caribbean waters
  • Hike or bike around the islands
  • Join exciting optional excursions
Starts/ Ends in:
Marigot / Marigot
Activities:
Biking, Hiking, Scuba Diving, Small Ship Cruise, Snorkeling, Zip Line
Activity Level:
Relaxed
Explore the Caribbean on this incredible journey full of land adventures for you to discover the islands from sea or land. Embark in Marigot,the main town and capital on the French side of Saint Martin, an area well known for its elegant stores with the latest in European designer fashions and fine …
Cruise Details
Portsmouth, Dominica
$2,999
EXPLORE

Marigot to Bridgetown via Antigua

9 Day Itinerary aboard SeaDream I
  • Hike to Saltwhistle Bay, St Vincent
  • Fish at St. Martin
  • Discover spectacular natural beauty
  • Enjoy Saint Lucia
Starts/ Ends in:
Marigot / Bridgetown
Activities:
Biking, Fishing, Helicopter Tour, Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing, Zip Line
Activity Level:
Relaxed
On this once-in-a-lifetime Caribbean adventure, navigate across the Indian River, explore Cabrits National Park, enjoy the quiet village ofFalmouth, and discoverthe beauty and versatility of this exclusive landscape well known for its colonial houses, cafés and bistros, pastry shops, and …
Cruise Details
St Barts harbor view
$2,999
EXPLORE

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
Deep blue waters await you on your Caribbean cruise
$3,299
EXPLORE

Marigot to Marigot via Anguilla

6 Day Itinerary aboard SeaDream II
  • Swim with dolpins at Sandy Ground
  • Visit the famous St. Barts
  • Enjoy Antigua's beaches
  • Discover St. Martin
Starts/ Ends in:
Marigot / Marigot
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. Relax on the glamorous white sand beaches of St. Barts or participate in custom designed land adventures including snorkeling, scuba diving, land rover safari, and zip-lining. For guests …
Cruise Details
Sea turtle
$3,899
EXPLORE

Round-trip Bridgetown via St. Lucia

9 Day Itinerary aboard SeaDream I
  • Helicopter ride across St Lucia
  • Enjoy a catamaran ride to Mustique
  • Discover the Southern Grenadines
  • Kayak at the Caribbean
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Fishing, Helicopter Tour, Hiking, Kayaking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Sun and sand are yours on this exceptional 9-day round-trip Barbados cruise. Begin your island journey in Bridgetown and make your way to the beautiful Rodney and Soufriere Bays, Port Elizabeth, and the stunning Canouan and Union Islands. Disembark daily to explore colorful markets and snorkel, …
Cruise Details
Cycling through the revolutionary landscape of Cuba
$3,490
EXPLORE

Cuba Multisport

7 Day Itinerary
  • Bike, kayak, snorkel, and hike Cuba
  • Appreciate Cuba's colonial past
  • Be immersed in Cuba's culture
  • Enjoy excellent wildlife viewing
  • Experience Cuban hospitality
Starts/ Ends in:
Havana / Havana
Activities:
Biking, Hiking, Homestay, Kayaking, Land, Snorkeling, Wildlife Viewing
Activity Level:
Moderate
Experience Cuba by bike, kayak, and on foot on this 7-day guided Cuba multisport tour. This People-to-Peopletour offers myriad opportunities to delve into Cuba's rich traditions, from architecture to lively music and authentic cuisine, and enjoy meaningful exchanges with Cubans. Learn about …
Tour Details
Hiker in the Holguin Province, Cuba
$3,490
EXPLORE

Cuba Walking Tour

8 Day Itinerary
  • Explore Cuba on foot
  • Snorkel in Zapata National Park
  • Learn about the tobacco industry
  • Hike to waterfalls and caves
  • Be immersed in Cuba's culture
  • Experience Cuban hospitality
Activities:
Hiking, Homestay, Land, Local Market, Snorkeling, Urban Exploration, Wildlife Viewing
Activity Level:
Moderate
Experience the diversity of Cuba on an 8-day guided Cuba tour. This People-to-People tour explores the diverse urban cities of Cienfuegos, Trinidad, and Havana and provides visitors incredible opportunities to delve into the rich traditions and heritage of Cuban culture. Hike pristine landscapes, …
Tour Details
Farmer harvests his crop in Cuba
$2,245
EXPLORE

Classic Cuba

Cars, Rum, and Cigars - 5 Day Itinerary
  • Walk the vibrant streets of Havana
  • Sample rum and local delicacies
  • Tour cigar-rolling factories
  • Explore stunning Valley de Vinales
  • View Hemingway's former estate
Activities:
Hiking, Homestay, Land, Local Market, Urban Exploration
Activity Level:
Relaxed
Experience Classic Cuba on this 5-day Cars, Rum, and Cigars highlights tour. Encounter Hemingway's Havana as you visit his favorite bars and his former estate. Get a taste of Cuba's revolutionary spirit and contemporary culture with visits to Havana's Tropicana andFábrica de Arte …
Tour Details
Bridgetown, Barbados
$3,299
EXPLORE

Bridgetown to Marigot

8 Day Itinerary aboard SeaDream I
  • Discover Mayreau
  • Enjoy a horseback ride on Nevis
  • Snorkel at St. Barts
  • Hike the lush island Nevis
Starts/ Ends in:
Bridgetown / Marigot
Activities:
Hiking, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Explore the Caribbean Sea on this 8-day voyage starting in Bridgetown, aUNESCO Heritage Sites itself. You will be given time to visit spectacular places like Charlestown where you can enjoy a thrilling but comfortable horseback ride through the rolling countryside passing many natural and …
Cruise Details
Soak in the sun in colorful Marigot
$2,999
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
Islands of the Caribbean
$2,999
EXPLORE

Bridgetown to Marigot: Wine Voyage

8 Day Itinerary aboard SeaDream I
  • Enjoy a horseback ride on Nevis
  • Snorkel at St. Barts
  • Hike the lush island Nevis
  • Discover Bridgetown's beaches
Starts/ Ends in:
Bridgetown / Marigot
Activities:
Hiking, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Designed to enhance both your culinary and yachting experience, explore the flavors and history from some of the world's most renowned wineries while relaxing aboard the luxurious SeaDream I. Join exclusive wine tastings and a dinner consisting of a specially curated menu complemented with top …
Cruise Details
Deep blue waters await you on your Caribbean cruise
$3,299
EXPLORE

Charlotte Amalie to San Juan via St. Barts

7 Day Itinerary aboard SeaDream I
  • Visit beautiful St. John Island
  • Enjoy scenic Saba Island
  • Discover Soper's Hole, Tortola
  • Hike & snorkel at Norman Island
Starts/ Ends in:
Charlotte Amalie / San Juan
Activities:
Hiking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Fall in love with the crystal waters and islands of the Caribbean on this 7-day Virgin Islands and Puerto Rico cruise. Begin in Charlotte Amalie and make your way for the sheltered coves and small towns of Cruz Bay, North Sound, Gustavia, and more. As you explore the island paradise of the …
Cruise Details
Take in the sights, sounds, and colors of Barbados
$4,900
EXPLORE

Bridgetown to Bridgetown

11 Day Itinerary aboard Silver Whisper
  • Enjoy unspoiled Bequia Island
  • Admire the slopes of St. Kitts
  • Explore white sandy shores
  • Discover bustling Port of Spain
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Hiking, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
When Bing Crosby sang "White Christmas," perhaps he meant the powdery sand of the Caribbean! Swap eggnog for rum punch, roast turkey for freshly grilled lobster and cold snowy days for long, sunny ones … but there’s no need to completely forget the holiday season: with the …
Cruise Details
1-18 of 25 Results

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