Caribbean

Cruise Line:

Windstar Cruises

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from $1299 per person

Antilles Island Hopping Bridgetown San Juan 2020

from $2199

Traveler:

Ship:

Trade your down-filled comforter for a bright beach towel during this weeklong cruise up the Windward and Leeward Islands from Bridgetown, Barbados to San Juan, Read More

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Disembark:

Cruise Line:

Windstar Cruises

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from $2199 per person

Dutch Treats Steel Drum Beats Colon 2019

from $1399

Traveler:

Ship:

Pastel Dutch colonial towns, long-legged pink flamingos, turquoise grottoes… everywhere you turn the colors of the Caribbean catch your eye. Watch cliff divers Read More

Embark:

Disembark:

Cruise Line:

Windstar Cruises

Embark:

Disembark:

from $1399 per person

Dutch Treats Steel Drum Beats Colon 2020

from $2199

Traveler:

Ship:

Pastel Dutch colonial towns, long-legged pink flamingos, turquoise grottoes… everywhere you turn the colors of the Caribbean catch your eye. Watch cliff divers Read More

Embark:

Disembark:

Cruise Line:

Windstar Cruises

Embark:

Disembark:

from $2199 per person

Dutch Treats Steel Drum Beats Philipsburg 2020

from $2199

Traveler:

Ship:

Pastel Dutch colonial towns, long-legged pink flamingos, turquoise grottoes… everywhere you turn the colors of the Caribbean catch your eye. Watch cliff divers Read More

Embark:

Disembark:

Cruise Line:

Windstar Cruises

Embark:

Disembark:

from $2199 per person

Ocean Crossings Lisbon Philipsburg 2019 - 15 Days V1

from $1699

Traveler:

Ship:

This is a place where dreams really do come true. The place where nothing comes between you and your fondest wishes. Where no schedules intrude, where day-to-da Read More

Embark:

Disembark:

Cruise Line:

Windstar Cruises

Embark:

Disembark:

from $1699 per person

Ocean Crossings Lisbon Philipsburg 2020 - 15 Days

from $1499

Traveler:

Ship:

This is a place where dreams really do come true. The place where nothing comes between you and your fondest wishes. Where no schedules intrude, where day-to-da Read More

Embark:

Disembark:

Cruise Line:

Windstar Cruises

Embark:

Disembark:

from $1499 per person

Ocean Crossings Philipsburg Lisbon 2020

from $1499

Traveler:

Ship:

This is a place where dreams really do come true. The place where nothing comes between you and your fondest wishes. Where no schedules intrude, where day-to-da Read More

Embark:

Disembark:

Cruise Line:

Windstar Cruises

Embark:

Disembark:

from $1499 per person

Star Collector: Adventures of the Antilles, Colombia & Panama Colon 2019

from $1999

Traveler:

Ship:

Begin your Caribbean quest in Barbados with the magic of Harrison’s Cave before heading to Bequia to hike up Mount Pleasant for amazing views. Cruise past the P Read More

Embark:

Disembark:

Cruise Line:

Windstar Cruises

Embark:

Disembark:

from $1999 per person

Star Collector: Classic Crossing to Spain & More Barcelona 2020

from $3599

Traveler:

Ship:

Ideal for anyone seeking equal portions of relaxing time at sea and port visits, this 22-day transatlantic crossing features a combination of leisurely, uninter Read More

Embark:

Disembark:

Cruise Line:

Windstar Cruises

Embark:

Disembark:

from $3599 per person