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Top Caribbean Trips & Tours in November 2022

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Discover Caribbean in November 2022 on one of these 18 tours hand-selected by the travel experts at Adventure Life. Explore the best of Philipsburg, Bridgetown, Havana, Soufriere, and Cienfuegos during November 2022 as you enjoy small ship cruises, small ship sailing, snorkeling, wildlife viewing, and homestays. Prices for trips in November 2022 range from $1,499 to $31,340 for a vacation of 5 to 25 days. Choose any of the below 18 amazing itineraries in November 2022 and customize it to make it your own with the help of one of Adventure Life's expert Caribbean trip planners.
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Gatun Lock of the Panama Canal
$4,300
EXPLORE

Panama to Antigua

15 Day Itinerary aboard Royal Clipper
  • Transit the historic Panama Canal
  • Enjoy Grenada's unique aromas
  • Discover Dutch colonial Curacao
  • Swim in paradise in Bonaire
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Royal Clipper takes you to the seas for a stunning adventure packed with incredible experiences starting at the charming port town of Bridgetown, Barbados. Scour the streets of the UNESCO-listed cities of Cartagena de Indias, Colombia, and Willemstad, Curaçao. Swim in the protected, …
Cruise Details
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Beautiful beach in Dominica
$2,360
EXPLORE

Leeward Islands

8 Day Itinerary aboard Star Flyer
  • Visit Dominica Island
  • Snorkel at Iles des Saintes
  • Sail across Rivière Salée
  • Enjoy Gustavia's unique charm
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
With an island for every taste, the Caribbean is the ultimate place for relaxation. Explore the world-famous white sands and turquoise water throughout the Caribbean Sea. With more than 5,000 islands and cays spread across this amazing region, there’s a lot of paradise to see. Best of all, …
Cruise Details
0
Mountains by the ocean in St Lucia
$4,050
EXPLORE

Pearls of the Caribbean

Roundtrip Fort-de-France - 9 Day Itinerary aboard Le Dumont-d'Urville
  • See UNESCO World Heritage Sites
  • Visit the Grenadine Islands
  • Observe marine animals
  • Enjoy the beach on Mayreau Island
Starts/ Ends in:
Fort de France / Fort de France
Activities:
Scuba Diving, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Dumont-d'Urville on this 9-day cruise combining long, white-sand beaches and the laid-back Creole way of life. Discover the UNESCO-listed sites in Saint Lucia and the historic center of Bridgetown and its …
Cruise Details
0
Caribbean
$4,920
EXPLORE

Philipsburg Round Trip

8 Day Itinerary aboard Sea Cloud Spirit
  • Visit the port town of Philipsburg
  • Visit the birthplace of Sanjuaneros
  • Explore the famous ‘Love City’ Cruz
  • Discover the stunning White Bay
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Kayaking, Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Board the Sea Cloud Spirit and start your exciting adventure from the beautiful city of Philipsburg, St. Maarten. Voyage along the idyllic and warm waters of the Caribbean and explore the beauty of each destination. Visit San Juan, Isla Culberita, and Esperanza in Puerto Rico. Explore the beautiful …
Cruise Details
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Enjoy a ride around the islands.
$1,499
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
Starts/ Ends in:
Nassau / Nassau
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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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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Boats Moored to the Quay at Bridgetown Harbour
$4,300
EXPLORE

Barbados to Panama

15 Day Itinerary aboard Royal Clipper
  • Explore Bridgetown, Barbados
  • Enjoy Grenada's unique aromas
  • Discover Dutch colonial Curacao
  • Transit the historic Panama Canal
Starts/ Ends in:
Bridgetown / Balboa
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Royal Clipper takes you to the seas for a stunning adventure packed with incredible experiences starting at the charming port town of Bridgetown, Barbados. Scour the streets of the UNESCO-listed cities of Cartagena de Indias, Colombia, and Willemstad, Curaçao. Swim in the protected, …
Cruise Details
0
Unspoiled beaches and pristine coves in the Caribbean
$15,035
EXPLORE

Pure Sailing- Crossing the Atlantic

Las Palmas to St Maarten - 18 Day Itinerary aboard Sea Cloud
  • Enjoy a full sailing experience
  • Follow Columbus’s course
  • Sit back and relax on deck
  • Obeserve magnificent sunsets
Starts/ Ends in:
Las Palmas / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Crossing the Atlantic in a traditional tall ship is an experience that leaves a lasting impression. For 18 days your exact course is determined only by the elements. When the crew sets the sails at dizzying heights, and the wind is caught in the sailcloth and the ropes creak as they are stretched …
Cruise Details
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The stunning blue coastline of the Canary Islands
$2,330
EXPLORE

Transatlantic: Las Palmas to Barbados

16 Day Itinerary aboard Star Clipper
  • Visit Las Palmas, Gran Canaria
  • Take in the fresh ocean breeze
  • Explore San Sebastian, La Gomera
  • Relax on paradise beaches
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Crossing the mighty Atlantic Ocean provides the time to truly appreciate the pure pleasure of the sea. Imagine sailing the Atlantic in the footsteps of legendary explorers, enjoying the Old World family charm and the wonders of the New World. Admire Gran Canaria's exotic vegetation and magical …
Cruise Details
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Explore the beautiful Canary Islands
$3,940
EXPLORE

Transatlantic:Malaga to St.Maarten

25 Day Itinerary aboard Star Flyer
  • Admire Malaga's landmarks
  • Enjoy the expansive Atlantic Ocean
  • Cruise across the Caribbean
  • Set sail from St. Maarten
Starts/ Ends in:
Malaga / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Cross the pond in style and spend your days relaxing onboard, take in the scenery, and choose an itinerary that stops off at ports you never dreamed of visiting before.Enjoy a full offshore sailing experience, from the Old to the New World. The scent of adventure still hangs in the air and much of …
Cruise Details
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The stunning blue coastline of the Canary Islands
$2,330
EXPLORE

Westbound Atlantic Ocean Crossing

Las Palmas to Barbados - 16 Day Itinerary aboard Star Flyer
  • Visit Las Palmas, Gran Canaria
  • Take in the fresh ocean breeze
  • Explore San Sebastian, La Gomera
  • Relax on paradise beaches
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Crossing the mighty Atlantic Ocean provides the time to truly appreciate the pure pleasure of the sea. Imagine sailing the Atlantic in the footsteps of legendary explorers, enjoying the Old World family charm and the wonders of the New World. Admire Gran Canaria's exotic vegetation and magical …
Cruise Details
0
Visit vibrant Las Palmas
$2,330
EXPLORE

Westbound Atlantic Ocean

Las Palmas - St. Maarten - 16 Day Itinerary aboard Star Flyer
  • Explore Caldera de Bandama
  • Explore Las Palmas
  • Enjoy La Gomera hiking
  • Experience Garajonay National Park
Starts/ Ends in:
Las Palmas / Philipsburg
Activities:
Hiking, Small Ship Cruises
Activity Level:
Relaxed
Course towards the Atlantic Ocean aboard the Star Flyer. A transatlantic cruise is ideal for individuals who value traveling in luxury and comfort, for romantic souls who want to experience the style and grace of the "good old days" but with all the current comforts, and for those who …
Cruise Details
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Clear water in the bay
$6,080
EXPLORE

The Essential of the Caribbean

13 Day Itinerary aboard Le Dumont-d'Urville
  • Cruise in West Indies
  • Visit heritage sites
  • Discover British Virgin Islands
  • Explore Dominica
Starts/ Ends in:
Fort de France / Fort de France
Activities:
Small Ship Cruises
Activity Level:
Relaxed
You will first sail toAntigua. The naval dockyard dating back to Georgian times, sheltered in the hollow of a bay protected from this island with craggy coastlines, is a UNESCO World Heritage Site. EnjoyJost Van Dykefor a relaxing swim and discover onVirigin Gorda,TheBaths National Parkand its huge …
Cruise Details
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Visit historic Baltimore
$5,599
Savings
EXPLORE

Boston, MA to Nassau, Bahamas

Boston - Nassau - 16 Day Itinerary aboard Ocean Navigator
  • Learn Boston's history
  • Wander through historic Baltimore
  • Experience Southern hospitality
  • Explore Charleston's architecture
Starts/ Ends in:
Boston / Nassau
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
This 16-day tour takes you from lively Boston to the beaches of Nassau aboard the Ocean Navigator. With stops in Baltimore, Charleston, West Palm Beach, and other towns, this itinerary allows you to experience the Eastern cities of the United States en route to The Bahamas.
Cruise Details
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Relax on the beaches of St. Maarten
$13,015
EXPLORE

Pure Sailing- Crossing the Atlantic

Praia - Philipsburg - 17 Day Itinerary aboard Sea Cloud II
  • Visit endless field of sugarcane
  • Explore the island of Praia
  • Cross the Atlantic ocean
  • See awesome views
Starts/ Ends in:
Praia / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Sail around the Atlantic ocean as Sea Cloud II sail from the island on the Southwest coast of Praia to Gustavia. enjoying the beautiful beaches and exploring different shops and restaurants in the neighborhood.
Cruise Details
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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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Farmer harvests his crop in Cuba
$3,190
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
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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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