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St. George's, Grenada's charming capital city known for having the most beautiful harbor in the Caribbean.
from $3,090
NO SS
EXPLORE

Grenada to Grenada

Roundtrip St George - 12 Day Itinerary aboard Star Clipper
  • Explore St. George’s Fort George
  • Discover Charlotteville’s Tobago
  • Unwind on Carriacou beach
  • Visit Martinique ruins
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.
Cruise Details
0
Sunset view by the cliff houses
from $3,237
EXPLORE

Dominican Republic: North Coast Expedition

8 Day Itinerary
  • Enjoy canyoning in Puerto Plata
  • See the landscape using 4x4 buggy
  • Visit the Los Pepines murals.
  • Learn about tobacco production
  • See the lovely bay of Rio San Juan
  • Zip line over the Laguna Dudu
Starts / Ends
Puerto Plata / Puerto Plata
Activities
Hiking, Ziplining
Activity Level
Easy Active
Spend your week on the vibrant North Coast of the Dominican Republic. During this 8-day Dominican Republic trip, experience stunning landscapes, beautiful pristine beaches, and rich cultural traditions, and discover the beauty of this magical stretch of coast.
Tour Details
0
Cayo Arena Island
from $3,125
EXPLORE

Dominican Republic: Culture and Cocktails

8 Day Itinerary
  • Visit UNESCO site in Santo Domingo
  • Visit coffee factory in Jarabacoa
  • Visit Los Pepines murals
  • Swim in azure waters of Cayo Arena
  • Visit cocoa & chocolate plantation
Starts / Ends
Santo Domingo / Santo Domingo
Activity Level
Easy Active
This 8-day journey will give you a genuine taste of the Dominican Republic. From UNESCO World Heritage Sites to street art and local delicacies, immerse yourself in the diverse landscapes and cultures of this Caribbean gem. With optional beach extensions, savor every moment of your unforgettable journey.
Tour Details
0
Enjoy the beautiful blue Caribbean
from $8,050
EXPLORE

Grenada to Grenada

Roundtrip St George - 11 Day Itinerary aboard Star Clipper
  • Explore St. George’s panoramic view
  • Discover Charlotteville coastline
  • Unwind at Englishman’s Bay
  • Visit Martinique ruins
Starts / Ends
St. Georges / St. Georges
Activities
Village 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.
Cruise Details
0
Nassau Lighthouse
from $7,590
OBC
EXPLORE

Caribbean Escapade

San Juan - Miami - 8 Day Itinerary aboard Emerald Sakara
  • Explore the pristine beaches
  • Snorkel in crystal-clear waters
  • Relax on secluded Gordon’s Beach
  • Explore Grand Turk’s beaches
Starts / Ends
San Juan / Miami
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard the Emerald Sakara. Explore Grand Turk's pristine beaches and historic landmarks, discover Long Island's tranquil Gordon's Beach, and dive into San Salvador's vibrant coral reefs and historic sites.
Cruise Details
0
Relax on the pristine beaches of the Virgin Islands
from $11,600
Save $5000
EXPLORE

Bridgetown to Bridgetown

22 Day Itinerary aboard Silver Spirit
  • Explore top Caribbean islands
  • Visit Bequia and Iles des Saintes
  • Explore Gustavia’s historic harbor
  • Experience the Caribbean culture
Starts / Ends
Bridgetown / Bridgetown
Activities
Spa Relaxation
Activity Level
Variable
Sail round-trip from Bridgetown aboard Silver Spirit on a 22-day Caribbean cruise. Explore top islands like St. Lucia, Martinique, and Barbados, plus hidden gems like Bequia and Iles des Saintes. Enjoy beach days, island tours, and cultural stops with long port calls.
Cruise Details
0
Relax on the shores of the Caribbean
from $6,800
EXPLORE

Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

Roundtrip Vieux Fort - 9 Day Itinerary aboard Le Bellot
  • Visit UNESCO World Heritage sites
  • Visit Portsmouth, Dominica
  • Explore Les Saintes, Guadeloupe
  • See Mayreau's fishes and corals
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.
Cruise Details
0
Beautiful beach in Dominica
from $8,370
EXPLORE

Gliding the Waters of the Windward Islands

Pointe-a-Pitre Roundtrip - 8 Day Itinerary aboard Le Ponant
  • Enjoy iconic pitons of Saint Lucia
  • Learn about Kalinago culture
  • Explore Tobago Cays' coral reefs
  • Relax on Marie-Galante's beaches
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.
Cruise Details
0
Boats Moored to the Quay at Bridgetown Harbour
from $4,350
EXPLORE

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
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.
Cruise Details
0
The vivid colors of the San Blas Islands
from $4,240
OBC
EXPLORE

Barbados to Panama

Bridgetown - Balboa - 15 Day Itinerary aboard Star Clipper
  • Explore Bridgetown’s heritage
  • Discover St. George’s coastal views
  • Admire Kralendijk’s marine life
  • Wander Willemstad’s streets
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.
Cruise Details
0
Bridgetown, Barbados
from $3,200
EXPLORE

Eastbound Atlantic Ocean Crossing

Bridgetown - Lisbon - 17 Day Itinerary aboard Royal Clipper
  • Explore the east coast of Barbados
  • Discover the Azores history
  • Visit the Alfama
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.
Cruise Details
0
Stroll along the beautiful beaches of the Caribbean
from $3,420
EXPLORE

Eastbound Atlantic Ocean Crossing

Philipsburg - Malaga - 21 Day Itinerary aboard Star Flyer
  • Explore Philipsburg’s Dutch side
  • Experience Marigot’s markets
  • Unwind while crossing the Atlantic
  • Visit Ponta Delgada’s churches
Starts / Ends
Philipsburg / Malaga
Activity Level
Variable
Set sail on a 21-day cruise aboard the Star Flyer, starting in Philipsburg and visiting Ponta Delgada in the Azores. End your journey in Malaga, Spain, exploring its Moorish heritage while enjoying 18 days at sea.
Cruise Details
0
The vivid colors of the San Blas Islands
from $4,350
EXPLORE

Panama to Antigua

15 Day Itinerary aboard Royal Clipper
  • Explore Balboa’s colonial charm
  • Transit Panama’s iconic canal
  • Discover San Blas culture
  • Enjoy Aruba’s clear waters
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.
Cruise Details
0
Deans Blue Hole
from $5,180
$100 Dep.
EXPLORE

West Caribbean Cruise

Belize - Fort Lauderdale - 11 Day Itinerary aboard SH Vega
  • Witness Bahama's pinkest flamingo
  • Swim with nurse sharks in Exuma
  • Snorkel vibrant coral reefs
  • Visit Cockscomb wildlife sanctuary
Starts / Ends
Belize City / Fort Lauderdale
Activities
Rainforest Exploration
Activity Level
Variable
Embark on an 11-day SH Vega cruise through the Western Caribbean. Explore Mayan ruins in Belize, relax on Grand Cayman's beaches, snorkel Montego Bay’s reefs, and visit Jamaica’s mountains. Enjoy birdwatching at Great Inagua, swim with sharks in the Exumas, and marvel at Nassau’s beauty.
Cruise Details
0
Take a leisurely stroll through beautiful Bridgetown
from $5,610
EXPLORE

Eastbound Atlantic Ocean Crossing

Barbados to France - 29 Day Itinerary aboard Royal Clipper
  • See Ponta Delgada, Azores scenery
  • See Malaga, Spain's architecture
  • Visit Mallorca’s Gothic cathedral
  • Visit Calvi’s coastal citadel
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.
Cruise Details
0
Relax on the sunny beaches of the Bahamas
from $24,990
OBC
EXPLORE

Sounds of Discovery: New York to the Bahamas

New York - Nassau - 13 Day Itinerary aboard Scenic Eclipse
  • Explore Buenos Aires’ districts
  • Admire Ushuaia’s landscapes
  • Navigate Beagle Channel
  • Witness Antarctic wildlife
Starts / Ends
New York City / Nassau
Activities
Wildlife Viewing, Kayaking, Stand Up Paddle Boarding, Whale Watching, Helicopter Tours
Activity Level
Variable
Experience a 13-day cruise from New York City to Nassau aboard the Scenic Eclipse, featuring stops in Bermuda, Turks and Caicos, San Salvador, Bimini, and Miami. This journey blends culture, history, and relaxation.
Cruise Details
0
Balboa
from $3,150
NO SS
EXPLORE

Panama to Aruba

12 Day Itinerary aboard Star Clipper
  • Transit the Panama Canal locks
  • Walk colonial Balboa streets
  • Explore forts in Portobelo
  • Visit San Blas and Guna villages
  • See Cartagena and Santa Marta
Starts / Ends
Balboa / Oranjestad
Activities
Small Ship Sailing, Snorkeling, Local Market Visits, Archaeological Site Visits
Activity Level
Variable
Sail the Panama Canal on a 10-day Star Clippers cruise through Central America. Begin in Balboa, then transit the Panama Canal and see the locks in action. Explore Spanish forts in Portobelo, meet the Guna people in the San Blas Islands, and discover Colombia’s coastal cities of Cartagena and Santa Marta. Enjoy scenic days under sail.
Cruise Details
0
Enjoying the landscape of Lencois Maranhenses National Park
from $21,580
EXPLORE

Exploring South America

Barbados - Brazil - 21 Day Itinerary aboard SH Vega
  • Explore the Amazon Rainforest
  • Visit Georgetown and Paramaribo
  • Explore Lençóis Maranhenses
  • Explore cultures and wildlife
Starts / Ends
Bridgetown / Salvador
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.
Cruise Details
0
37-54 of 64 Results

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