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Active Adventures in Caribbean

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Join us on one of these 12 Caribbean active adventure tours in 2025. Customize your Caribbean adventure with visits to Virgin Gorda, Gustavia, Cienfuegos, Havana, and Norman Island and combine the perfect mix of active, snorkeling, cruises, wildlife viewing, and small ship cruises to accommodate any fitness and skill level. Contact one of our Caribbean adventure travel planners for help planning your next trip.
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Soak in the sun in colorful Marigot
$10,270
2-for-1
EXPLORE

Cruising the Leeward Islands

Marigot Roundtrip - 8 Day Itinerary aboard Emerald Sakara
  • Dive in Anguilla
  • Explore Virgin Gorda
  • Discover Anegada
  • Experience Jost van Dyke
Starts / Ends:
Marigot / Marigot
Activities:
Small Ship Cruises, Snorkeling, Wildlife Viewing
Activity Level:
Variable
Sail on this 8-day Cruising the Leeward Islands aboard Emerald Sakara from Marigot & back. Embark on a luxurious journey exploring Anguilla, Virgin Gorda, Jost van Dyke, and Anegada. Immerse yourself in the unique landscapes of Saba and Bonaire before experiencing the vibrant culture of …
Cruise Details
0
Kayaking in Cuba
$3,590
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:
Homestays, Kayaking, 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
0
Explore the famous rock formations of the baths
$7,990
2-for-1
EXPLORE

Quintessential Caribbean

8 Day Itinerary aboard Emerald Sakara
  • Relax on Prickly Pear Cays' beaches
  • Visit Guadeloupe’s fishing village
  • Visit port of Falmouth Harbour
  • Wander through lively Cruz Bay
Starts / Ends:
San Juan / St. Thomas
Activities:
Archaeological Site Visits, Local Market Visits, Urban Exploration
Activity Level:
Variable
Set sail on an 8-day Caribbean adventure aboard the Emerald Sakara. Discover the vibrant culture and historic charm of San Juan, Puerto Rico, and the lively atmosphere of Saint John in the US Virgin Islands. Enjoy the serene beaches and historic sites of Nevis, and immerse yourself in the …
Cruise Details
0
Gustavia Harbor in St. Barths
$7,590
2-for-1
EXPLORE

Cruising the Leeward Islands

Marigot Roundtrip - 8 Day Itinerary aboard Emerald Azzurra
  • Dive in Anguilla
  • Explore Virgin Gorda
  • Discover Anegada
  • Experience Jost van Dyke
Starts / Ends:
Marigot / Marigot
Activities:
Small Ship Cruises, Snorkeling, Wildlife Viewing
Activity Level:
Variable
Embark on an 8-day Caribbean cruise aboard Emerald Azzurra. Start in Marigot, Saint Martin, and board your luxury yacht. Cruise to Anguilla, known for its coral beaches and clear waters, and snorkel over vivid coral reefs. Visit Virgin Gorda to see the Baths, impressive granite grottoes formed by …
Cruise Details
0
Relax on the beaches of St. Maarten
$8,995
EXPLORE

Barefoot through Balmy January

St Maarten to Barbados - 10 Day Itinerary aboard Sea Cloud
  • Explore St. Maarten’s charm
  • Relax on Bequia beaches
  • Snorkel in Tobago Cays
  • Discover Soufriere’s sulfur springs
Starts / Ends:
Philipsburg / Barbados
Activities:
Small Ship Sailing, Snorkeling
Activity Level:
Variable
Embark on a 10-day journey through the Caribbean, starting in Philipsburg, St. Maarten. Discover European charm in the heart of the Caribbean, stroll along the Boardwalk, or relax on Great Bay Beach. Visit the island of St. Barths, renowned for its elegant atmosphere and vibrant harbor. In …
Cruise Details
0
The crystal blue water of Jost van Dyke
$2,720
EXPLORE

Jamaica to Antigua

12 Day Itinerary aboard Star Clipper
  • Swim in Montego Bay's waters
  • Explore Santo Domingo
  • Visit the Treasure Island
  • Hike Virgin Gorda trails
Starts / Ends:
Port Antonio / St. John's
Activities:
Local Market Visits, Small Ship Cruises, Snorkeling, Spa Relaxation
Activity Level:
Variable
Embark on a 12-day Caribbean cruise adventure from Jamaica to Antigua aboard Star Clipper. Explore historical sites like Rose Hall Great House or enjoy activities like snorkeling and zip-lining. Visit Port Antonio, a charming town with lush landscapes, secluded beaches, and attractions like Blue …
Cruise Details
0
Nassau Lighthouse
$7,590
2-for-1
EXPLORE

Caribbean Escapade

8 Day Itinerary aboard Emerald Sakara
  • Explore the pristine beaches
  • Snorkel in crystal-clear waters
  • Relax on secluded Gordon’s Beach
  • Explore Grand Turk’s beaches
Starts / Ends:
San Juan / Miami
Activities:
Kayaking, Snorkeling
Activity Level:
Variable
Experience an 8-day Caribbean cruise aboard the Emerald Sakara. Explore Grand Turk's sandy shores and historical attractions, discover Long Island’s serene Gordon's Beach, and dive into San Salvador’s vibrant coral reefs and historical sites. Enjoy the breathtaking beauty of …
Cruise Details
0
Beautiful beach in Dominica
$8,200
EXPLORE

Gliding the Waters of the Windward Islands

Pointe-a-Pitre Roundtrip - 8 Day Itinerary aboard Le Ponant
  • Enjoy iconic pitons of Saint Lucia
  • Learn about Kalinago culture
  • Explore Tobago Cays' coral reefs
  • Relax on Marie-Galante's beaches
Starts / Ends:
Dominica / Anses d'Arlet
Activities:
Scuba Diving, Small Ship Sailing, Snorkeling
Activity Level:
Variable
Experience an 8-day Caribbean cruise aboard Le Ponant. Explore the wild landscapes of Dominica and navigate the mangroves of the Indian River on a local boat, surrounded by green herons and pelicans. Meet the Kalinago people, who share their history and local cuisine, offering insight into their …
Cruise Details
0
Big brown pelicans at the Florida Keys
$9,635
EXPLORE

Insider Tip for Sailing Enthusiast

10 Day Itinerary aboard Sea Cloud Spirit
  • Experience culture and museum visit
  • Explore beaches and marine life
  • Experience Key West culture
  • Enjoy exclusive ship amenities
Starts / Ends:
Miami / Miami
Activities:
Adventure Options, Snorkeling
Activity Level:
Variable
Embark on a 10-day Caribbean adventure from Miami to the Bahamas' most exclusive islands, where you'll explore vibrant Miami's cosmopolitan atmosphere before setting sail to serene Eleuthera, with its dreamy pink beaches and lush nature reserves. Then, discover the exclusive paradise of …
Cruise Details
0
Deans Blue Hole
$4,380
EXPLORE

West Caribbean Cruise

Belize - Fort Lauderdale - 11 Day Itinerary aboard SH Vega
  • Witness Bahama's pinkest flamingo
  • Swim with nurse sharks in Exuma
  • Snorkel vibrant coral reefs
  • Visit Cockscomb wildlife sanctuary
Starts / Ends:
Belize City / Fort Lauderdale
Activities:
Rainforest Exploration, Snorkeling, Wildlife Viewing
Activity Level:
Variable
Set sail aboard the SH Vega for an 11-day Western Caribbean adventure. Explore Belize City’s Mayan ruins at Lamanai and the jaguar sanctuary in Cockscomb Basin. Snorkel in Grand Cayman at Stingray City and unwind on the award-winning Seven Mile Beach. Experience Montego Bay’s vibrant …
Cruise Details
0
Cycling through the revolutionary landscape of Cuba
$3,690
EXPLORE

Cuba Multisport

8 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:
Havana / Havana
Activities:
Biking, Hiking, Homestays, Kayaking, Snorkeling, Wildlife Viewing
Activity Level:
Moderate
Experience Cuba by bike, kayak, and on foot on this 8-day guided Cuba multisport tour. This People-to-People tour 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
0
Farmer harvests his crop in Cuba
$3,590
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
Starts / Ends:
Havana / Havana
Activities:
Hiking, Homestays, Local Market Visits, 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
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