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Tobago Cays

Windward Islands Archaeological Tours

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Take a trip back in time on one of these 27 Windward Islands archaeology tours in 2026. Explore ruins, excavations, and archaeology digs near hot spots such as Bridgetown, Soufriere, Tobago Cays, Mayreau, and Bequia on a guided private or small group tour with an exceptional multi-lingual guide aided by historians and archaeologists. These 27 archaeology trips also afford plenty of opportunities to enjoy Village Visits, Snorkeling, Small Ship Sailing, Wildlife Viewing, and Local Market Visits. Tell one of our Windward Islands travel experts about your ideal archaeology trip they will help you start planning a seamless adventure.
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    • Windward Islands
Enjoy the beautiful blue Caribbean
from $2,880
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
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
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Explore colorful Bridgetown, Barbados
from $7,195
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Beaches of the Grenadines

Roundtrip Bridgetown - 9 Day Itinerary aboard Emerald Azzurra
  • Tour Soufriere pair of lava domes
  • Experience Bequia Island beaches
  • Enjoy Union Island beaches
  • Visit Tobago Cays to spot turtles
Starts / Ends
Bridgetown / Bridgetown
Activity Level
Variable
Set sail on a 9-day Caribbean cruise from Bridgetown on the Emerald Azzurra, exploring charming locations like Speightstown, Kingstown, and Bequia Island. Discover stunning beaches, marine life, and local culture before returning to Bridgetown.
Cruise Details
0
Enjoy the beautiful blue Caribbean
from $4,120
EXPLORE

Windward Islands Christmas Cruise

Roundtrip Bridgetown - 12 Day Itinerary aboard Royal Clipper
  • Stroll through historic Bridgetown
  • Enjoy sunny Rodney Bay
  • Snorkel reefs in Terre de Haut
  • Explore the Tobago Cays
Starts / Ends
Bridgetown / Bridgetown
Activity Level
Variable
Join a 12-day Caribbean cruise on the Royal Clipper, visiting destinations like St. Lucia, Dominica's Cabrits, and the coral reefs of Iles des Saintes. Explore Grenada and St. George's, then relax in St. Lucia before disembarking in Barbados.
Cruise Details
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Stroll along the beautiful beaches of the Caribbean
from $3,860
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Grenadine Islands Christmas Cruise

Roundtrip Bridgetown - 11 Day Itinerary aboard Royal Clipper
  • Relax on beaches in Martinique
  • Snorkel reefs in Terre de Haut
  • Swim in South Friar's Bay
  • Explore the Tobago Cays
Starts / Ends
Bridgetown / Bridgetown
Activity Level
Variable
Set sail on an 11-day New Year's Caribbean cruise aboard the Royal Clipper, visiting beautiful spots like Grenada, St. Lucia, and Dominica. Enjoy snorkeling in Tobago Cays, relaxing at Diamond Falls, and exploring historic sites in Antigua and St. Kitts before concluding your adventure in Bridgetown.
Cruise Details
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Relax on the pristine beaches of the Virgin Islands
from $13,390
EXPLORE

Discover Eastern Caribbean & Grenadines

Bridgetown - Philipsburg - 15 Day Itinerary aboard Emerald Sakara
  • Visit Bequia Island sandy beaches
  • See Mayreau Island ocean views
  • Admire Soufriere hot sulfur springs
  • Tour Iles des Saintes Fort Napoleon
Starts / Ends
Bridgetown / Philipsburg
Activity Level
Variable
Join a 15-day Caribbean cruise from Bridgetown on the Emerald Sakara, exploring the Eastern Caribbean and Grenadines. Experience local culture in Speightstown, enjoy water sports in Kingstown, and relax in natural hot springs in Soufriere before returning to Barbados.
Cruise Details
0
Bright blue waters of the Caribbean
from $6,200
EXPLORE

Pearls of the Caribbean

Fort-de-France Roundtrip - 8 Day Itinerary aboard Le Bougainville
  • Wander at Fort-de-France Harbor
  • Discover Union Island Beaches
  • Snorkel at Tobago Cays Reefs
  • Swim Pompierre Beach Les Saintes
Starts / Ends
Fort de France / Fort de France
Activities
Rainforest Exploration, Local Market Visits
Activity Level
Variable
Embark on an 8-day Caribbean cruise from Martinique through the Grenadines aboard Le Bougainville. Explore vibrant towns, secluded beaches, coral reefs, tropical islands, and volcanic landscapes. Snorkel, swim, stroll along scenic shores, and enjoy historic sites.
Cruise Details
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Visit beautiful Basseterre
from $2,620
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Windward Islands

Roundtrip Bridgetown - 8 Day Itinerary aboard Royal Clipper
  • Stroll through historic Bridgetown
  • Enjoy sunny Rodney Bay
  • Swim in South Friar's Bay
  • Tour historic St. Kitts
Starts / Ends
Bridgetown / Bridgetown
Activities
Small Ship Sailing, Archaeological Site Visits, Hiking, Snorkeling
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard the Royal Clipper, visiting Saint Lucia, Dominica, and Antigua, among other beautiful islands. Enjoy activities like hiking, snorkeling, and water sports before concluding your journey in Bridgetown.
Cruise Details
0
Experience laid-back Marigot
from $15,980
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Discover Eastern Caribbean & Grenadines

Marigot - Bridgetown - 15 Day Itinerary aboard Emerald Azzurra
  • Explore Anguilla, serene landscapes
  • Savor Barbados’s cultural delights
  • Visit Antigua’s historic dockyard
  • Stroll Nevis’s serene beaches
Starts / Ends
Marigot / Bridgetown
Activity Level
Variable
Set sail on a 15-day Caribbean journey, where pristine beaches, vibrant coral reefs, and island-hopping adventures immerse you in diverse cultures. Experience the genuine warmth of local hospitality as you explore tropical paradises aboard the Emerald Azzurra.
Cruise Details
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Lush green forests and clear blue waters of the Caribbean
from $13,340
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Discover Eastern Caribbean & Grenadines

Philipsburg - Bridgetown - 15 Day Itinerary aboard Emerald Sakara
  • Discover Virgin Gorda The Baths
  • Wander Gustavia wooden houses
  • Visit St. John's Nelson's Dockyard
  • See Soufriere volcanic domes
Starts / Ends
Philipsburg / Bridgetown
Activity Level
Variable
Set sail on a 15-day Caribbean cruise from Philipsburg on the Emerald Sakara, exploring the Eastern Caribbean and Grenadines. Visit charming islands like Virgin Gorda, Saint Barthelemy, and Bequia for stunning beaches, local cuisine, and water activities amidst breathtaking views.
Cruise Details
0
Enjoy the beautiful blue Caribbean
from $5,590
EXPLORE

Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

Roundtrip Vieux Fort - 8 Day Itinerary aboard Le Champlain
  • Visit scenic Les Saintes
  • Swim at Pompierre Beach
  • Relax on Mayreau Island
  • Explore historic Bridgetown sites
Starts / Ends
Les Saintes / Bridgetown
Activities
Scuba Diving
Activity Level
Variable
Embark on an 8-day cruise aboard Le Champlain and explore Saint Lucia, Dominica, Les Saintes, Bequia, Mayreau Island, Tobago Cays, and Barbados. Snorkel coral reefs, swim in turquoise lagoons, discover historic towns, visit beaches, and encounter marine life across the Caribbean.
Cruise Details
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Tropical waterfall and turquoise pool in lush forest of Dominica
from $7,995
OBC $200
EXPLORE

Caribbean Flair Away from the Everyday

St. Maarten Roundtrip - 9 Day Itinerary aboard Sea Cloud Spirit
  • Visit historic Saint-Pierre ruins
  • Watch the crew hoist the sails
  • Snorkel the clear Tobago Cays
  • Explore St. Lucia's twin Pitons
  • Wander through Charlestown, Nevis
Starts / Ends
Philipsburg / Philipsburg
Activities
Village Visits
Activity Level
Variable
Embark on a 9-day Caribbean cruise aboard the Sea Cloud Spirit. You depart from St. Maarten and visit Martinique, the Tobago Cays, St. Lucia, Dominica, and Nevis, then explore historic ruins, volcanoes, and reefs.
Cruise Details
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St. George's harbor in Grenada, where historic cannons overlook scenic ocean views and colorful hillside estates
from $7,995
OBC $200
EXPLORE

More Time for Island Dreams

St. Maarten Roundtrip - 9 Day Itinerary aboard Sea Cloud Spirit
  • Discover Terre-de-Haut
  • Snorkel Tobago Cays
  • Discover Grenada’s spices
  • Spot flamingos in Bonaire
  • Explore historic Willemstad
Starts / Ends
Philipsburg / Willemstad
Activities
Wildlife Viewing
Activity Level
Variable
Experience a 9-day Caribbean cruise aboard the Sea Cloud Spirit. Depart from St. Maarten and sail to stunning destinations including Îles des Saintes, St. Lucia, the Tobago Cays, Grenada, and Bonaire before disembarking in Curaçao. Enjoy historic ports, coral reefs, and volcanic landscapes along the journey.
Cruise Details
0
1-12 of 27 Results

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