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Top Windward Islands Trips & Tours

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Take a leisurely stroll through beautiful Bridgetown
from $13,655
EBD 30%
EXPLORE

Dream Of A Lifetime. Atlantic Crossing

Las Palmas to Bridgetown - 18 Day Itinerary aboard Sea Cloud II
  • Experience Transatlantic Crossing
  • Sail under full sails
  • Visit Santa Ana Cathedral
  • Explore Bridgetown, Barbados
Starts / Ends
Las Palmas / Bridgetown
Activities
Small Ship Sailing, Village Visits
Activity Level
Variable
Take part in an 18-day transatlantic cruise aboard Sea Cloud II from Las Palmas, Gran Canaria to Bridgetown, Barbados. Relax under full sails, explore Gran Canaria’s landscapes, and discover Bridgetown’s UNESCO World Heritage colonial architecture and beaches.
Cruise Details
0
Sunset view from Hassan II Mosque in Casablanca
from $4,130
EXPLORE

Westbound Atlantic Ocean Crossing

Malaga - Bridgetown - 23 Day Itinerary aboard Star Clipper
  • Visit Safi port
  • View Arrecife golden sand beach
  • See Bridgetown Trafalgar Square
  • View Las Palmas volcanic crater
Starts / Ends
Malaga / Bridgetown
Activities
Archaeological Site Visits
Activity Level
Variable
Set sail on a 23-day transatlantic cruise from Malaga to Barbados on the Star Clipper, exploring stunning sites like the Alhambra in Spain, the Hassan II Mosque in Morocco, and the volcanic landscapes of the Canary Islands. Conclude your journey in Bridgetown, Barbados, visiting historic landmarks.
Cruise Details
0
Aerial View of Halifax Skyline
from $5,949
EXPLORE

Southern Caribbean Yacht Harbors

Halifax - Bridgetown - 9 Day Itinerary aboard Seabourn Venture
  • Tour Citadel Hill
  • Visit Brimstone Hill Fortress
  • Snorkel at Pigeon Island
  • Visit Saint Lucia’s famous Pitons
Starts / Ends
Halifax / Bridgetown
Activities
Kayaking, Photography Seminars, Wildlife Viewing, Spa Relaxation
Activity Level
Variable
Cruise from Halifax, Nova Scotia to Bridgetown, Barbados aboard the Seabourn Venture on a 9-day Southern Caribbean Yacht Harbors cruise. Enjoy relaxing days at sea and explore scenic Caribbean islands like Saint Kitts, Montserrat, and Saint Lucia. Visit UNESCO World Heritage Sites, snorkel in clear waters, and experience rich history and culture.
Cruise Details
0
37-39 of 39 Results

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Erin C.
Tobago Cays
Caribbean

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