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Top Caribbean Trips & Tours in December 2023

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Discover Caribbean in December 2023 on one of these 18 tours hand-selected by the travel experts at Adventure Life. Explore the best of Gustavia, Soufriere, Terre-de-Haut, Bridgetown, and Philipsburg during December 2023 as you enjoy cruises, snorkeling, small ship cruises, beaches, and small ship sailing. Prices for trips in December 2023 range from $1,600 to $33,290 for a vacation of 5 to 15 days. Choose any of the below 18 amazing itineraries in December 2023 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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Mountains by the ocean in St Lucia
$5,055
EXPLORE

On the Sunny Side of Life

Philipsburg Roundtrip - 8 Day Itinerary aboard Sea Cloud
  • Visit the port town of Philipsburg
  • Experience St. Barthélemy
  • Explore the town of Terre-de-Haut
  • Tour around Dominica
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Delight yourself with deep volcanic lakes, dense rainforests, waterfalls, and small river courses that form the primordial backdrop of the island’s sugar cane fields and spice plantations. The scent of cloves, cinnamon, and nutmeg hang in the air wherever you go. Admire the Caribbean's …
Cruise Details
0
White Sand Beach in Barbados
$1,660
EXPLORE

Grenadine Islands

8 Day Itinerary aboard Royal Clipper
  • Visit one island in Grenadines
  • Smell the aroma of Grenada
  • Walk and swim at Marigot Bay
  • Taste the spicy Creole cooking
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Join the Royal Clipper on this 8-day cruise through theGrenadine Islands. Embark on an interesting adventure, visiting towns full of contrasts,Bridgetown, Barbados. Then, call on one of the islands of Grenadine, for a blissful, laid-back beach day.From the horseshoe-shaped Carenage at St. …
Cruise Details
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Dock going out into the crystal blue ocean
$1,660
EXPLORE

Classic Yachtsman Caribbean

Antigua to Barbados - 8 Day Itinerary aboard Royal Clipper
  • Enjoy Grenada's unique aromas
  • Discover Falmouth Harbour, Antigua
  • Enjoy the beach in ÎIes des Saintes
  • Explore lush St. Lucia Island
Starts / Ends:
St. John's / Bridgetown
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Swim and snorkel amidst the beautiful, pristine waters of the Caribbean Sea on this 8-day expedition aboard Royal Clipper. Sail away from your everyday life and find tropical bliss in the islands. From the stunning drama of the spectacular Pitons at St. Luciato the captivating charm of Les Saintes, …
Cruise Details
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Play on the famously beautiful beaches of St. Barth's
$11,095
EXPLORE

Enjoy Caribbean Rhythms at the Turn of the Year

Caribbean: Round-trip Philipsb - 15 Day Itinerary aboard Sea Cloud
  • Snorkel the famed Virgin Gorda
  • See luxurious St. Barthelemy
  • Explore the culture of Grenada
  • Admire beautiful St. Lucia
Starts / Ends:
Philipsburg / St. Barth
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Explore the best of the Caribbean on this round-trip cruise from Philipsburg aboard the Sea Cloud sailing ship. From the charming Dutch Colonial port town of Philipsburg, make your way to the British Virgin Islands. Snorkel the famed baths, or simply relax on the white sandy beaches before sailing …
Cruise Details
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Pink beach huts in the Caribbean
$1,660
EXPLORE

Windward Islands

8 Day Itinerary aboard Royal Clipper
  • Explore beaches in Barbados
  • See lush island of St. Lucia
  • Discover Falmouth Harbour, Antigua
  • Visit sophisticated Martinique
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
For connoisseurs of sail cruising, the 439-foot Royal Clipper offers the ultimate sea-going experience, balancing the grandeur, adventure and tradition of sailing with the superb service, amenities, and accommodations of the finest modern yacht. Swim and snorkel amidst the beautiful, pristine …
Cruise Details
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Tropical Caribbean Beach in Martinique
$1,660
EXPLORE

Windward Islands Christmas Cruise

8 Day Itinerary aboard Royal Clipper
  • Discover lush St. Lucia Island
  • Enjoy Trafalgar Falls
  • Visit Falmouth Harbour, Antigua
  • View sophisticated Martinique
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
The 439-foot Royal Clipper is the ultimate sea-going experience for sail cruising enthusiasts, combining the grandeur, adventure, and tradition of sailing with the superior service, amenities, and accommodations of the finest modern yacht. Swim and snorkel in the Caribbean Sea's pristine …
Cruise Details
0
Beautiful beach in Dominica
$1,600
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:
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
Tropical waterfall and turquoise pool in lush forest
$1,600
EXPLORE

Treasure Islands

8 Day Itinerary aboard Star Flyer
  • Visit Virgin Gorda's famous “Baths”
  • Enjoy the lifestyle of Soper's Hole
  • Walk the streets of Basseterre
  • Relax on famous St. Barts
Starts / Ends:
Philipsburg / Philipsburg
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
Set a course for the Treasure Islands and the French Riviera of the Caribbean. Discover a treasure trove of breathtaking beaches, old forts, and seaside villages waiting for you. Starting at St Martin, makeyour way to the super-chic St Barths, historic Antigua, and lush Iles des Saintes, Dominica, …
Cruise Details
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Explore colorful Gustavia
$8,890
Savings
EXPLORE

Hidden Charms of the Caribbean

San Juan - St John's - 8 Day Itinerary aboard Emerald Sakara
  • Discover active reefs in Culebra
  • Experience Vieques Island's charm
  • Indulge in Gustavia's French flair
  • Explore the serene Friars Beach
Starts / Ends:
San Juan / St. John's
Activities:
Urban Exploration, Village Visits
Activity Level:
Relaxed
Set sail on the Emerald Sakara, a contemporary luxury vessel, from San Juan and embark on an exciting Caribbean journey. Explore the diverse marine life and tranquil beaches of Culebra, the bustling waterfront of Esperanza Bay on Vieques Island, and the charming streets of Cruz Bay on St. John …
Cruise Details
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Scuba diving in Tobago cays
$8,890
Savings
EXPLORE

Eastern Caribbean and Grenadines

8 Day Itinerary aboard Emerald Sakara
  • Visit the Mayreau Island
  • Enjoy picturesque strolls
  • Swim in Tobago Cay National Park
  • Discover Martinique’s history
Starts / Ends:
St. John's / St. John's
Activities:
Local Market Visits, Snorkeling
Activity Level:
Relaxed
Enjoy an 8-day cruise aboard the Emerald Sakara. From Antigua, cruise to the town of Saint-Pierre in Martinique, a cultural and artistic hub nicknamed ‘Little Paris’. Enjoy picturesque strolls and shop in the open-air market of Port Elizabeth, swim in the crystal-clear lagoon of Tobago …
Cruise Details
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Relax on the sunny beaches of the Caribbean
$8,890
Savings
EXPLORE

Eastern Caribbean with St. Barths

Bridgetown - Marigot - 8 Day Itinerary aboard Emerald Azzurra
  • Explore the azure waters of Tobago
  • Observe the calm waters
  • Discover Eastern Caribbean
Starts / Ends:
Bridgetown / Marigot
Activities:
Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Cruise Eastern Caribbean with St. Barths on this 8-day adventure aboard Emerald Azzurra. Nature and culture aboundinn this mesmerizing tropical exploration of the eastern Caribbean. The azure waters of Tobago Cay National Park teem with wildlife just waiting to be discovered, while …
Cruise Details
0
Explore colorful Gustavia
$8,990
Savings
EXPLORE

West Indies Island Hopping

Roundtrip San Juan - 8 Day Itinerary aboard Emerald Sakara
  • Explore Puerto Rico
  • Discover Vieques Island
  • Experience Virgin Gorda
  • Explore St. Barths
  • Explore Jost Van Dyke
Starts / Ends:
San Juan / San Juan
Activities:
Scuba Diving, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Embark on this 8-Day West Indies Island Hopping adventure aboard the Emerald Sakara. Departing and arriving from San Juan, this Caribbean cruise takes on a thrilling journey to some of the most breathtaking islands in the region. From the sun-kissed white sand beaches and marine-rich azure waters …
Cruise Details
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Boats Moored to the Quay at Bridgetown Harbour
$12,290
Savings
EXPLORE

Grenadines & Grenada Adventure

Bridgetown Roundtrip - 8 Day Itinerary aboard Emerald Azzurra
  • Vibrant marine encounters
  • Culinary delights abound
  • Crystal-clear waters for snorkeling
Starts / Ends:
Bridgetown / Bridgetown
Activities:
Local Market Visits, Snorkeling
Activity Level:
Relaxed
Experience the ultimate tropical island adventure aboard Emerald Azzurra on an 8-day cruise through the enchanting Grenadines and Grenada. This extraordinary journey promises to captivate the senses as one traverses a paradise of pristine beaches, vibrant marine life, and captivating cultures. …
Cruise Details
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Explore beautiful Jost van Dyke
$10,295
EXPLORE

Christmas Caribbean Style

15 Day Itinerary aboard Sea Cloud II
  • Explore Martinique
  • Discover St. George's in Grenada
  • Experience Bequia
  • Sail through the Sir Francis Drake
Starts / Ends:
Fort de France / Fort de France
Activities:
Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Embark on a 15-day Caribbean cruise aboard the Sea Cloud II. Discover Fort-de-France in Martinique, offering lush rainforests in the north and golden bays in the south, along with vibrant Creole culture. Explore Grenada's stunning beaches, spice plantations, and waterfalls. Snorkel amidst …
Cruise Details
0
Explore colorful Gustavia
$4,955
EXPLORE

Sailing on the Warm Trade Wind

8 Day Itinerary aboard Sea Cloud II
  • Drift and relax in the Caribbean
  • Live a laid-back lifestyle
  • Enjoy Îles des Saintes' French vibe
  • Enjoy breathtaking sunsets
Starts / Ends:
Philipsburg / Santo Domingo
Activities:
Small Ship Sailing
Activity Level:
Relaxed
Set sail on Sea Cloud II's Caribbean island-hopping cruise for an unforgettable experience of total relaxation!Îles des Saintes offers a taste of French flair. Experience the laid-back barefoot lifestyle of the BVI boat owners.Sundowner offers views of palm trees, volcanoes, and the …
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:
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
0
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, 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
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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, Homestays, Local Market Visits, 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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