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Top Caribbean Trips & Tours in November, 2022

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Caribbean
  • 37 Cruises + Land Tours
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Clear waters of the Caribbean sea
Anguilla
  • 2 Cruises
Snorkeling in the Caribbean with a starfish
Antigua
  • 6 Cruises
Lush green forests and clear blue waters of the Caribbean
Aruba
  • 3 Cruises
Relax on the shores of the Caribbean
Barbados
  • 10 Cruises
Take a leisurely stroll through beautiful Bridgetown
Dominica
  • 8 Cruises
Encounter tropical wildlife while you sail on the Aranui
Greater Antilles
  • 14 Cruises + Land Tours
Picturesque Cuba
Lesser Antilles
  • 28 Cruises
Wander the white-sand beaches of St. Johns on your Virgin Islands cruise
Grenada
  • 11 Cruises
Snorkel the clear, tropical waters
Puerto Rico
  • 2 Cruises
Discover incredible history and culture in Puerto Rico
St. Barth
  • 9 Cruises
Play on the famously beautiful beaches of St. Barth's
St. Martin
  • 9 Cruises
Pelicans hanging out in the ocean
Virgin Islands
  • 20 Cruises
Relax on the beaches of the Caribbean
Union Island
  • 2 Cruises
Uwe Moser
Bright blue waters of the Caribbean
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    • Caribbean
Beautiful beach in Dominica
$1,560
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:
Sailing Schooner, Small Ship Cruise, 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
Gatun Lock of the Panama Canal
$4,300
EXPLORE

Panama Canal: 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:
Sailing Schooner, Small Ship Cruise, 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
Caribbean
$5,295
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
0
Boats Moored to the Quay at Bridgetown Harbour
$3,500
EXPLORE

Panama Canal: 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:
Sailing Schooner, Small Ship Cruise, 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
$11,635
EXPLORE

Transatlantic: 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:
Sailing Schooner, Small Ship Cruise
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
0
Enjoy Savannah's beautiful Forsyth Park
$4,999
EXPLORE

Southern Coastal Charm

Roundtrip Amelia Island - 12 Day Itinerary aboard Ocean Voyager
  • Experience Jacksonville hospitality
  • Explore beautiful Savannah, Georgia
  • Admire Charleston's architecture
  • Sunbathe on beaches in the Bahamas
Starts/ Ends in:
Jacksonville / Amelia Island
Activities:
Archaeological Sites, Small Ship Cruise, Urban Exploration
Activity Level:
Relaxed
From the historic South to pristine beaches, a voyage from the Southeast coast to The Bahamas delivers just the right balance of excitement and relaxation. Charleston, South Carolina, and Savannah, Georgia offer a glimpse into coastal Southern living and stunning historic architecture, while the …
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
  • Visit Las Palmas
  • Enjoy La Gomera
  • Experience Garajonay National Park
Starts/ Ends in:
Las Palmas / Philipsburg
Activities:
Small Ship Cruise
Activity Level:
Relaxed
Set a course for the Atlantic Ocean.For those who value traveling in style and comfort, for romantic souls who want to experience the style and grace of the "good old days" but with all the modern conveniences, and for those who simply want to escape from the ordinary routine, nothing …
Cruise Details
0
Clear water in the bay
$5,760
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 Cruise
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
EXPLORE

Boston, MA to Nassau, Bahamas

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 Sites, Small Ship Cruise, Urban Exploration, Village Visit
Activity Level:
Relaxed
Sail on this 16-day itinerary cruising the seaboard from bustling Boston to beachy Nassau aboard Ocean Navigator. With stops in Baltimore, Charleston, West Palm Beach, and more, this journey has been handcrafted to sample the Eastern cities of the United States as you head to your final destination …
Cruise Details
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Relax on the beaches of St. Maarten
$10,995
EXPLORE

Transatlantic: Praia - Philipsburg

16 Day Itinerary aboard Sea Cloud II
  • Visit endless field of sugarcane
  • Explore the island of Praia
  • Cross the Atlantic ocean
Starts/ Ends in:
Praia / Philipsburg
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Sail around the Atlantic ocean as Sea Cloud II sail from the island on the Southwest coast Praia to Philipsburg, St Maarten. enjoying the beautiful beaches and exploring different shops and restaurants in the neighborhood.
Cruise Details
0
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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Hiker in the Holguin Province, 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
0
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