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Top Windward Islands Trips & Tours in January 2024

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Discover Windward Islands in January 2024 on one of these 6 tours hand-selected by the travel experts at Adventure Life. Explore the best of Bridgetown, Bequia, Grenadines, Tobago Cays, and Soufriere during January 2024 as you enjoy cruises, snorkeling, small ship cruises, small ship sailing, and beaches. Prices for trips in January 2024 range from $1,660 to $108,399 for a vacation of 8 to 80 days. Choose any of the below 6 amazing itineraries in January 2024 and customize it to make it your own with the help of one of Adventure Life's expert Windward Islands trip planners.
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White Sand Beach in Barbados
$1,660
Savings
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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Pelicans hanging out in the ocean
$11,590
EXPLORE

Sailing the Caribbean

8 Day Itinerary aboard Sea Cloud
  • Experience a 4-masted, 30-sail ship
  • Sail into lesser-known ports
  • Explore wildlife, culture, and sea
  • Enjoy the relaxed Caribbean pace
Activities:
Small Ship Cruises, Small Ship Sailing, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Stand on deck as Sea Cloud’s 30 white sails fill with wind, and measure the passage of time by a distant island’s approach on the horizon.Join thisextraordinary and historic yacht for an 8-day voyage that brings you into lesser-known ports of the "Old Caribbean" and offers the …
Cruise Details
0
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
0
Pink beach huts in the Caribbean
$1,660
Savings
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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Beautiful beach in Dominica
$2,400
Savings
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
Colorful canoes await passengers on the river
$43,399
EXPLORE

Grand Americas, Amazon & Antarctica

80 Day Itinerary aboard Seabourn Quest
  • Kayak in Antarctica to see wildlife
  • See Shackleton's grave in Grytviken
  • Enjoy Buzios' tropical beaches
  • See Brazil's Pink river dolphins
  • Explore Carambola beach clubs
Starts / Ends:
Miami / Miami
Activity Level:
Relaxed
Embark on an 80-day Grand Voyage aboard the Seabourn Quest to take in the amazing sights and diverse culture of the Americas, Amazon, and Antarctica.Reflect on the engineering marvel that is the Panama Canal as your ship sails majestically out of the canal and into the Pacific Ocean for your first …
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