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Wander the white-sand beaches of St. Johns on your Virgin Islands cruise

Lesser Antilles Cruises

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    • Lesser Antilles
Caribbean landscapes and harbors
from $11,990
2for1
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Caribbean Sojourn

Bridgetown - Marigot - 7 Day Itinerary aboard Emerald Azzurra
Starts / Ends
Bridgetown / Marigot
Activities
Archaeological Site Visits
Activity Level
Variable
Embark on a 7-day Caribbean adventure aboard the Emerald Azzurra. Set sail from Barbados and explore diverse islands including Soufriere’s mud baths, Falmouth Harbor’s historic dockyard, Iles des Saintes’ picturesque beaches, Gustavia’s vibrant streets, and Marigot’s charming French town.
  • Visit UNESCO-listed Nelson's dock
  • Discover Iles des Saintes town
  • Stroll Gustavia’s colorful street
  • Dip into a therapeutic mud bath
Cruise Details
0
Relax on the shores of the Caribbean
from $15,180
2for1
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Discover Eastern Caribbean & Grenadines

Bridgetown - Marigot - 15 Day Itinerary aboard Emerald Sakara
Starts / Ends
Bridgetown / Marigot
Activity Level
Variable
Set sail on a 15-day cruise to explore unspoiled beaches, vibrant coral reefs, and captivating island cultures. Experience the genuine warmth of the locals as you hop between tropical paradises, creating unforgettable memories aboard the Emerald Sakara.
  • Experience Falmouth's historic port
  • Discover Soufriere's Sulfur Spring
  • Visit Falmouth Harbour in Antigua
  • Explore Nelson’s Dockyard
Cruise Details
0
Explore the famous rock formations of the baths
from $5,245
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A Colorful Caribbean Time-Out

San Juan Roundtrip - 8 Day Itinerary aboard Sea Cloud Spirit
Starts / Ends
San Juan / San Juan
Activity Level
Variable
Embark on an 8-day cruise aboard Sea Cloud Spirit sailing to explore Old San Juan's historic charm. Wander streets lined with colorful facades and salsa-filled cafes. Discover UNESCO-listed sites like La Fortaleza and Fort San Felipe del Morro, resonating with centuries of history and cultural vibrancy.
  • Explore Old San Juan's forts
  • Enjoy salsa music
  • Sail in the British Virgin Islands
  • Explore unique rock formations
Cruise Details
0
Explore the famous rock formations of the baths
from $7,990
2for1
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Quintessential Caribbean

8 Day Itinerary aboard Emerald Sakara
Starts / Ends
San Juan / St. Thomas
Activities
Urban Exploration
Activity Level
Variable
Embark on an 8-day Caribbean cruise aboard the Emerald Sakara. Explore the vibrant culture of San Juan, the charm of Saint John, the tranquil beaches of Nevis, the picturesque village of Deshaies, the historic allure of Falmouth Harbour, the lively streets of Gustavia, and the pristine beauty of Prickly Pear Cays. Enjoy unique experiences and stunning landscapes throughout your cruise.
  • Relax on Prickly Pear Cays' beaches
  • Visit Guadeloupe’s fishing village
  • Visit port of Falmouth Harbour
  • Wander through lively Cruz Bay
Cruise Details
0
St. George's, Grenada's charming capital city known for having the most beautiful harbor in the Caribbean.
from $3,090
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Grenada to Grenada

Roundtrip St George - 12 Day Itinerary aboard Star Clipper
Starts / Ends
St. Georges / St. Georges
Activity Level
Variable
Set sail on a 12-day cruise aboard the Star Clipper, exploring stunning islands like Tobago and Martinique, with highlights including the Tobago Cays and St. Lucia's waterfalls. Experience the Caribbean's serene beauty and rich culture while enjoying activities like snorkeling and history.
  • Explore St. George’s Fort George
  • Discover Charlotteville’s Tobago
  • Unwind on Carriacou beach
  • Visit Martinique ruins
Cruise Details
0
Enjoy the beautiful blue Caribbean
from $8,050
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Grenada to Grenada

Roundtrip St George - 11 Day Itinerary aboard Star Clipper
Starts / Ends
St. Georges / St. Georges
Activities
Snorkeling, Small Ship Sailing, Village Visits, Local Market Visits
Activity Level
Variable
Set sail on an 11-day cruise from St. George aboard the Star Clipper, featuring Grenada, Tobago, the Grenadines, Martinique, and St. Lucia while exploring picturesque villages and stunning beaches. Enjoy swimming, snorkeling, and local culture, concluding with a visit to Mayreau's serene Saline Bay.
  • Explore St. George’s panoramic view
  • Discover Charlotteville coastline
  • Unwind at Englishman’s Bay
  • Visit Martinique ruins
Cruise Details
0
Relax on the shores of the Caribbean
from $6,800
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Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

Roundtrip Vieux Fort - 9 Day Itinerary aboard Le Bellot
Starts / Ends
Les Saintes / Bridgetown
Activity Level
Variable
From Vieux Fort, St. Lucia set sail aboard Le Bellot for a 9-day Caribbean Windward cruise to visit the heart of the most enchanting islands in the Caribbean Sea. Before disembarking in Vieux Fort, explore long stretches of white-sand beaches, idyllic turquoise waters, and the laid-back island way of life.
  • Visit UNESCO World Heritage sites
  • Visit Portsmouth, Dominica
  • Explore Les Saintes, Guadeloupe
  • See Mayreau's fishes and corals
Cruise Details
0
Explore beautiful Jost van Dyke
from $8,390
2for1
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Caribbean Yachting Hideaways

San Juan - St John's - 8 Day Itinerary aboard Emerald Azzurra
Starts / Ends
San Juan / St. John's
Activities
Hiking
Activity Level
Variable
Set sail on an 8-day cruise from San Juan to St. John aboard the Emerald Azzurra, exploring stunning beaches and vibrant island towns. Visit highlights like Culebra, Vieques, and Saint Barthelemy while enjoying premium comfort and seamless access to diverse ports.
  • Discover Culebra Island’s shores
  • Explore Vieques Island waterfront
  • Tour St. John’s Annaberg ruins
  • Relax on Jost Van Dyke’s White Bay
Cruise Details
0
Beautiful beach in Dominica
from $8,370
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Gliding the Waters of the Windward Islands

Pointe-a-Pitre Roundtrip - 8 Day Itinerary aboard Le Ponant
Starts / Ends
Dominica / Anses d'Arlet
Activities
Scuba Diving
Activity Level
Variable
Explore the Caribbean on an 8-day cruise aboard Le Ponant. Visit Dominica to explore mangroves and meet the Kalinago people. Cruise through Saint Vincent and the Grenadines, snorkeling in Tobago Cays' clear waters. Experience sunsets, local culture, and beaches in Marie-Galante. This cruise combines relaxation and adventure in the Caribbean.
  • Enjoy iconic pitons of Saint Lucia
  • Learn about Kalinago culture
  • Explore Tobago Cays' coral reefs
  • Relax on Marie-Galante's beaches
Cruise Details
0
Boats Moored to the Quay at Bridgetown Harbour
from $4,350
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Barbados to Panama

15 Day Itinerary aboard Royal Clipper
Starts / Ends
Bridgetown / Balboa
Activity Level
Variable
Starting at the Caribbean port of Bridgetown, this 15-day cruise aboard the Royal Clipper sails through the turquoise Caribbean waters en route to the Panama Canal, visiting Grenada, Bonaire, Curacao, Aruba, and Colombia along the way. Explore the tropical jungles, snorkel in vibrant reefs, immerse yourself in tribal culture, and marvel at the Panama Canal.
  • Explore Bridgetown, Barbados
  • Enjoy Grenada's unique aromas
  • Discover Dutch colonial Curacao
  • Transit the historic Panama Canal
Cruise Details
0
The vivid colors of the San Blas Islands
from $4,240
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Barbados to Panama

Bridgetown - Balboa - 15 Day Itinerary aboard Star Clipper
Starts / Ends
Bridgetown / Balboa
Activity Level
Variable
Set sail on a 15-day cruise with Star Clipper from Bridgetown, Barbados, exploring the Caribbean’s rich culture and history, ending in Balboa, Panama. Visit stunning destinations like Tobago Cays, Grenada, and the San Blas Islands, and experience the Panama Canal.
  • Explore Bridgetown’s heritage
  • Discover St. George’s coastal views
  • Admire Kralendijk’s marine life
  • Wander Willemstad’s streets
Cruise Details
0
Bridgetown, Barbados
from $3,200
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Eastbound Atlantic Ocean Crossing

Bridgetown - Lisbon - 17 Day Itinerary aboard Royal Clipper
Starts / Ends
Bridgetown / Lisbon
Activity Level
Variable
Embark on this 17-day Eastbound Atlantic Ocean Crossing cruise aboard Royal Clipper, starting from the port of Bridgetown. Experience the allure of the Azores, and play host to transatlantic yachtsmen, traders, and explorers. It stands on the green and fertile island of Sao Miguel. Finally, conclude your cruise in the city of Lisbon, Portugal.
  • Explore the east coast of Barbados
  • Discover the Azores history
  • Visit the Alfama
Cruise Details
0
The vivid colors of the San Blas Islands
from $4,350
EXPLORE

Panama to Antigua

15 Day Itinerary aboard Royal Clipper
Starts / Ends
Balboa / St. John's
Activity Level
Variable
Set sail on a 15-day Royal Clipper cruise from Balboa, Panama, featuring a full Panama Canal transit and visits to the San Blas Islands, Cartagena, and the Caribbean gems of Aruba, Curacao, and Bonaire. Experience lush Grenada and volcanic St. Lucia, and finish your journey in Antigua, all while enjoying elegant sailing and stunning island views.
  • Explore Balboa’s colonial charm
  • Transit Panama’s iconic canal
  • Discover San Blas culture
  • Enjoy Aruba’s clear waters
Cruise Details
0
The crystal blue water of Jost van Dyke
from $3,090
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Jamaica to Antigua

12 Day Itinerary aboard Star Clipper
Starts / Ends
Port Antonio / St. John's
Activities
Spa Relaxation
Activity Level
Variable
Explore a paradise of vibrant coral reefs, powder-soft sand, and warm island hospitality on this 12-day cruise from Jamaica to Antigua aboard Star Clipper. Experience crystal-clear water, bright skies, and gentle breezes. Relish in the beauty of untouched beaches and become enchanted by seductive scents and rhythms.
  • Swim in Montego Bay's waters
  • Explore Santo Domingo
  • Visit the Treasure Island
  • Hike Virgin Gorda trails
Cruise Details
0
Take a leisurely stroll through beautiful Bridgetown
from $5,610
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Eastbound Atlantic Ocean Crossing

Barbados to France - 29 Day Itinerary aboard Royal Clipper
Starts / Ends
Bridgetown / Nice
Activity Level
Variable
Set sail on a 29-day Eastbound Atlantic Ocean cruise aboard Royal Clipper. Enjoy sailing, historic ports, and scenic coastal landscapes.
  • See Ponta Delgada, Azores scenery
  • See Malaga, Spain's architecture
  • Visit Mallorca’s Gothic cathedral
  • Visit Calvi’s coastal citadel
Cruise Details
0
Enjoying the landscape of Lencois Maranhenses National Park
from $21,580
Air Credit
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Exploring South America

Barbados - Brazil - 21 Day Itinerary aboard SH Vega
Starts / Ends
Bridgetown / Salvador
Activities
Adventure Options
Activity Level
Variable
On this 21-day Exploring South America Cruise from Barbados to Brazil aboard SH Vega, explore South America's Atlantic coast from Barbados to Brazil, encountering the Amazon Rainforest's biodiversity, colonial history in cities like Georgetown and Paramaribo, and natural wonders like Lençóis Maranhenses and the Amazon River mouth.
  • Explore the Amazon Rainforest
  • Visit Georgetown and Paramaribo
  • Explore Lençóis Maranhenses
  • Explore cultures and wildlife
Cruise Details
0
Ruins at the Fortress of Santiago
from $4,840
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Natural Sanctuaries & Heritage of the Caribbean

Willemstad - Colon - 8 Day Itinerary aboard Le Champlain
Starts / Ends
Willemstad / Colon
Activity Level
Variable
Explore the Caribbean on this 8-day Natural Sanctuaries & Heritage of the Caribbean cruise from Willemstad to Colon aboard the Le Champlain. Walk through UNESCO-listed cities, snorkel in the San Blas Islands, and meet the Kuna people. Visit Santa Marta’s mountains and the Fort San Lorenzo in Panama. Discover coral reefs, mangroves, and wildlife.
  • See sites in Cartagena & Willemstad
  • Explore Santa Marta & Sierra Nevada
  • Discover San Blas Islands' beaches
  • Visit and explore Fort San Lorenzo
  • Witness wildlife and ecosystems
Cruise Details
0
Enjoy the clear blue waters of the Canary Islands
from $4,610
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Westbound Atlantic Ocean Crossing

Malaga - Bridgetown - 25 Day Itinerary aboard Star Clipper
Starts / Ends
Malaga / Bridgetown
Activities
Wildlife Viewing
Activity Level
Variable
Embark on a 25-day cruise aboard the Star Clipper, exploring Spain, Morocco, and the Canary Islands before heading to Barbados. Experience diverse cultures, stunning landscapes, and relaxation at sea on this unforgettable journey.
  • Explore Malaga’s Moorish Alcazaba
  • Discover Tangier’s culture
  • Wander Cadiz’s palm-lined streets
  • Visit Safi’s old town
Cruise Details
0
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