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Caribbean Trips in May, 2021

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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
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Enjoy a ride around the islands.
$1,399
EXPLORE

Bahamas Sailing Adventure

7 Day Itinerary aboard Liberty Clipper
  • Explore the Out Islands
  • Learn how to sail and steer
  • Encounter unique wildlife
  • Kayak, snorkel, or paddle board
Activities:
Kayaking, Sailing Schooner, Snorkeling, Stand Up Paddle Board, Wildlife Viewing
Activity Level:
Relaxed
Set sail for new horizons on a barefoot 7-day cruise in the Bahamas. On the 125-foot schooner, the tall ship Liberty Clipper, explore the Out Islands of the Bahamas from this majestic windjammer. Be welcomed aboard by expert crew who are there for your safety and enjoyment. From qualified Captains …
Cruise Details
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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
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
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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
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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
Enjoy the natural beauty of the Caribbean
$3,875
EXPLORE

Leeward Islands + British Virgin Islands

12 Day Itinerary aboard Vela
  • Discover Anguilla
  • Admire St. Barths marvelous beaches
  • Relax at the Caribbean
  • Observe St. Kitts wildlife
Starts/ Ends in:
Tortola / St. Kitts
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
“To the Indies!” shouted explorers and pirates from the decks of tall ships. Set a course for the Leeward Islands and discover a treasure trove of breathtaking beaches, old forts, and seaside villages waiting to be conquered by adventurers like you. Choose the Leewards if you’re …
Cruise Details
0
Stroll along the beautiful beaches of the Caribbean
$2,550
EXPLORE

Round Trip St. Kitts

7 Day Itinerary aboard Vela
  • Discover Anguilla
  • Explore Pigeon Island
  • Admire St. Barths marvelous beaches
  • Observe St. Kitts wildlife
Starts/ Ends in:
St. Kitts / St. Kitts
Activities:
Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
“To the Indies!” shouted explorers and pirates from the decks of tall ships. Set a course for the Leeward Islands and discover a treasure trove of breathtaking beaches, old forts, and seaside villages waiting to be conquered by adventurers like you. Choose the Leewards if you’re …
Cruise Details
0
Relax on the beaches of the Caribbean
$2,750
EXPLORE

Round Trip Tortola

7 Day Itinerary aboard Vela
  • Explore Road Town
  • Visit Little Carvel Rock
  • Relax at the Caribbean
  • Swim at the famous Baths
Starts/ Ends in:
Road Town / Road Town
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
When you sail the British Virgins, you’ll feel as if you’re living the lyrics of your favorite top rock song. There are legendary beach bars, world-class diving, and sublime sailing in protected waters. The beaches are absolutely heavenly palm-fringed hideaways, just waiting for your …
Cruise Details
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Bicycle on Cuban street
$3,885
EXPLORE

Cuba Cycling Tour

Quintessential Cuba - 8 Day Itinerary
  • Cycle through western Cuba
  • Visit Hemingway's former home
  • Ride through Cuba's tobacco fields
  • Explore Havana on foot
Activities:
Biking, Hiking, Land
Activity Level:
Relaxed
Cuba creates legends and imbues folklore. Everyday items such as a rolled cigar, a glass of rum spiked with sugarcane juice, a colorful classic car become more—gain a near-mythical status and a story that endured in the American consciousness even when Cuba’s doors were closed. Join …
Tour Details
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Kayaking in Cuba
$3,190
EXPLORE

Cuba Kayaking West Tour

8 Day Itinerary
  • See Cuba's great cities
  • Visit the Bay of Pigs
  • Kayak and snorkel in Cuba
  • Enjoy unique architecture & cuisine
Activities:
Homestay, Kayaking, Land, Snorkeling
Activity Level:
Easy Active
The world’s fascination with Cuba has lasted for many generations, and for good reason. Cuba is a cultural hub, with a mix of descendants of indigenous people, European immigrants, and slaves. The country's music and art draw from these diverse influences. Cuba has also exerted an …
Tour Details
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1-11 of 11 Results

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