Have questions? We're here.
Clear waters of the Caribbean sea

All Caribbean Tours

Travel made your way
Talk with an expert
Customize any aspect of your Caribbean trip. 1.406.541.2677
Help Me Plan My Trip
Talk with an expert Ask a Question
Filter & Sort (68 Results)
Show Filter

19-36 of 68 Results
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Caribbean
Tranquil shores on your Virgin Islands cruise
$7,880
EXPLORE

Caribbean: Bridgetown - Colon

15 Day Itinerary aboard Sea Cloud II
  • Observe incredible sunsets
  • Visit the ABC islands
  • Sail through Panama Canal
  • Discover Bequia's turtle sanctuary
  • Snorkel at Tobago Cays
Starts/ Ends in:
Bridgetown / Colon
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Join the Sea Cloud ll on this 15-day sailing adventure from Bridgetown to Colon. Clear your mind in this paradisaical destination that mixes adventure and relaxation perfectly.Discover the unique range of flora and fauna in Colon, experience sailing through Panama Canal where it connects the …
Cruise Details
San Juan, Puerto Rico
$2,999
EXPLORE

San Juan to Charlotte Amalie via St. Kitts

8 Day Itinerary aboard SeaDream II
  • Visit the beaches of St. Thomas
  • Explore Diamond Cay
  • Enjoy a unique dolphin encounter
  • Dive along the coast of St. Barts
Starts/ Ends in:
San Juan / Charlotte Amalie
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling, Zip Line
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 seascapes in the world! Join optional excursions such as an exclusive horseback …
Cruise Details
San Juan, Puerto Rico
$4,899
EXPLORE

San Juan to San Juan

8 Day Itinerary aboard SeaDream II
  • Discover diverse marine life
  • Dive & explore Saba Island
  • Explore Tortola Island's canopy
Starts/ Ends in:
San Juan / San Juan
Activities:
Biking, Hiking, Scuba Diving, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Discover the Caribbean on this exclusive 8-day cruise aboard the SeaDream ll. Explore paradisical island beaches as you enjoy the perfect tropical weather this region offers. Wear your swim suit, bring a towel, water, and plenty of sun protection, and get ready to enjoy your days in this beautiful, …
Cruise Details
Skyline of Old Havana Cuba
$4,599
EXPLORE

Havana to Cienfuegos

8 Day Itinerary aboard SeaDream I
  • Admire Havana's heritage
  • Swim across the Caribbean waters
  • Visit Trinidad, a colonial city
  • Discover Cienfuegos' architecture
Starts/ Ends in:
Havana / Cienfuegos
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Experience a harmonious balance between conventional cruising and private yachting, along with an exciting voyage of discovery, unraveling the wonders of Cubaawaiting to be discovered. This incredible 8-day voyage allows you to discover charming ports, hidden coves with crystal blue waters to cool …
Cruise Details
Peaceful seclusion in the Caribbean
$5,699
EXPLORE

San Juan to Charlotte Amalie via Anguilla

9 Day Itinerary aboard SeaDream I
  • Zip-Line on St. Martin
  • Snorkel at Treasure Island
  • Dive along the coast of St. Barts
  • Explore Tortola Island
Starts/ Ends in:
San Juan / Charlotte Amalie
Activities:
Hiking, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail the Caribbean on this 9-day cruise beginning in Puerto Rico en route to Virgin Gorda. As you cruise the blue waters, admire the vast horizon and shallow reef system, disembarking almost daily to explore the most charming coastal villages. Learn about the fascinating history of the region and …
Cruise Details
Parque Marti in Cienfuegos, Cuba
$4,599
EXPLORE

Cienfuegos to Havana

8 Day Itinerary aboard SeaDream I
  • Admire Cienfuegos heritage
  • Visit the captiving Trinidad
  • Enjoy Cayo Largo's beaches
  • Explore Isla de Juventud
Starts/ Ends in:
Cienfuegos / Havana
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Discover Cuba's land and people on this breathtaking 8-day cruise, including vibrant Havana and its amazing Old Town, Cienfuegos with its neoclassical French architecture, Trinidad's baroque mansions, and Isla de Juventud. Admire the breathtakingPunta Frances Marine National Park, which is …
Cruise Details
Snorkel in the Baths of the Virgin Islands
$3,299
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 l 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
Green sea turtle swimming
$3,199
EXPLORE

Charlotte Amalie to San Juan via St. Barts

8 Day Itinerary aboard SeaDream I
  • Visit beautiful St. John Island
  • Enjoy scenic Saba Island
  • Discover Soper's Hole, Tortola
  • Hike & snorkel at Norman Island
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 8-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
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
St. Martin, Caribbean
$2,999
EXPLORE

Marigot to Marigot

8 Day Itinerary aboard SeaDream I
  • Visit Coconut Grove beach
  • Hike along the Crispeen Track
  • Explore the waters of Les Saintes
  • Dive in St. Bart's waters
Starts/ Ends in:
Marigot / Marigot
Activities:
Biking, Hiking, Kayaking, 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. Shop at 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
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
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
Islands of the Caribbean
$3,885
EXPLORE

Caribbean: Bridgetown - Bridgetown

8 Day Itinerary aboard Sea Cloud II
  • Explore the Argyle Waterfall
  • Discover Grenada Island
  • Swim in the Tobago Cays
  • Visit Old Hegg Turtle Sanctuary
Activities:
Sailing Schooner, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Visit the laid-back Caribbean and discover the pearls of the Lesser Antilles and the Grenadines. Start your adventure atBridgetown, Barbados and stroll down its historic center, with colonial architecture surrounding Trafalgar Square. VisitGrenada, a paradisiacal spotblessed with around 45 …
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
Cuba el Morro the fortress in Havana
$3,394
EXPLORE

Cuban Panorama: Havana to Cienfuegos

8 Day Itinerary aboard Panorama
  • Explore old Havana
  • Visit Trinidad, a colonial city
  • Snorkel at Maria La Gorda
  • Journey through Cienfuegos
Activities:
Archaeological Sites, Local Market, Small Ship Cruise, Snorkeling, Urban Exploration
Activity Level:
Relaxed
Explore the western part of the island nation famous for its culture, music, warm people, and art on this 8-day people to people cruise.Go back in time to a place rooted in culture and history, where the people are as warm and welcoming as the climate, and visit Havana, Maria La Gorda, Isla …
Cruise Details
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:
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
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
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
19-36 of 68 Results

Why Travel With Adventure Life

More Reasons

Awards and Accolades

All News