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Choose from one of these hand-picked trips visiting the best  beaches in Caribbean. Relax in the sun and sand, or enjoy beaches, cruises, snorkeling, small ship cruises, and small ship sailing as you explore Soufriere, Bequia, Tobago Cays, Bridgetown, and Terre-de-Haut. Don't just sit there, contact one of our Caribbean beach vacation specialists to get started planning your escape in the sun. 
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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
0
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
0
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
0
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
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
Soufriere bay, St Lucia
$4,290
EXPLORE

Pearls of the Caribbean

Roundtrip Fort-de-France - 9 Day Itinerary aboard Le Bellot
  • See UNESCO World Heritage Sites
  • Visit the Grenadine Islands
  • Observe marine animals
  • Enjoy the beach on Mayreau Island
Starts / Ends:
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 Bellot 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 garrison. Visit …
Cruise Details
0
Mountains by the ocean in St Lucia
$5,090
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:
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
A dish created by Chef Ben Robinson
$13,790
Savings
EXPLORE

Hidden Charms of the Caribbean with Chef Ben Robinson

San Juan - St. John's - 8 Day Itinerary aboard Emerald Sakara
  • Explore landscapes and beaches
  • Indulge in exquisite meals
  • Discover marine life of San Juan
  • Enjoy Vieques and St. John Island
Starts / Ends:
San Juan / St. John's
Activities:
Small Ship Cruises
Activity Level:
Relaxed
Embark on this8-day Hidden Charms of the Caribbean adventure with Chef Ben Robinson aboard the Emerald Sakara and witness natural landscapes while indulging in exquisite meals crafted from fresh local ingredients. Uncover the hidden gems of the Caribbean - its pristine, white sandy beaches, vibrant …
Cruise Details
0
The crystal blue water of Jost van Dyke
$8,790
Savings
EXPLORE

British Virgin Islands & French West Indies

Roundtrip St. John's - 8 Day Itinerary aboard Emerald Sakara
  • Explore Barbuda
  • Visit Jost Van Dyke
  • Explore Baths in Virgin Gorda
  • Discover Norman Island
Starts / Ends:
St. John's / St. John's
Activities:
Local Market Visits, Snorkeling
Activity Level:
Relaxed
On this 8-day British Virgin Islands & French West Indies Cruise roundtrip to St. John's aboard Emerald Sakara, relax on the pink sand beaches of Barbuda. From Barbuda, take a ferry to the British Virgin Islands, and go snorkeling or diving off Norman Island. The waters here are crystal …
Cruise Details
0
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
Nassau Lighthouse
$22,790
EXPLORE

Island Odyssey: Bahamas to the Grenadines

Nassau - Bridgetown - 13 Day Itinerary aboard Scenic Eclipse
  • Explore beaches on Compass Cay
  • See swimming pigs on Exuma Island
  • Discover Long Island on foot
  • Enjoy the view from Gorda Point
Starts / Ends:
Nassau / Bridgetown
Activities:
Hiking, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Embark on this 13-day Island Odyssey: Bahamas to the Grenadines cruise from Nassau to Bridgetown aboard Scenic Eclipse. Sail to Compass Cay and explore its pristine beaches, snorkel in crystal-clear waters, or spot marine life from the marina. Discover the hidden gem of Great Exuma Island, with its …
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
Gatun Lock of the Panama Canal
$4,370
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
0
Explore the California coast
$10,400
EXPLORE

San Francisco, California to New York - Door to Door

24 Day Itinerary aboard Silver Shadow
  • Explore the West Coast
  • Experience Cabo San Lucas
  • Visit Acapulco's sandy beaches
  • Explore Aruba and St. Thomas
Starts / Ends:
San Francisco / New York City
Activities:
Hiking, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
This 24-day San Francisco to New York Cruise aboard Silver Shadow offers delightful sea days and breathtaking sights. Passengers set sail from the golden-gated shores of San Francisco, cruising past iconic West Coast scenery until they reach Los Angeles. During a full day in the star-studded city, …
Cruise Details
0
Enjoy the clear blue waters of the Canary Islands
$4,060
EXPLORE

Ocean Crossing

Malaga-Barbados - 25 Day Itinerary aboard Star Clipper
  • Visit Malaga
  • Explore Casablanca
  • Discover Canary Islands
  • Enjoy Santa Cruz
Starts / Ends:
Malaga / Bridgetown
Activities:
Small Ship Cruises
Activity Level:
Relaxed
Experience the uninhibited thrill of traversing a boundless ocean under sail, without any skills or effort required on your part. Imagine long lazy days at sea chasing the horizon, relaxing under a blanket of stars, and taking in the ocean's salty fragrance. Embarking in the city of Malaga, …
Cruise Details
0
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