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Hand selected for their location in popular vacation destinations with high repeat guest rates, choose where to spend your next vacation from our extensive selection of all inclusive options that are customer favourites.

New taxes and fees now included in pricing!
Sercotel Caribbean
Havana, Cuba
Save up to 18%!
Windsor to Havana
Thu, November 15, 2018 7 days Breakfast Plan
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Reg. $1,245
From $1,025 taxes and fees incl.
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Villa Bacuranao
Havana, Cuba
Save up to 17%!
Windsor to Havana
Thu, November 15, 2018 7 days Continental Plan
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Reg. $1,265
From $1,045 taxes and fees incl.
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Bella Habana Aeropuerto
Havana, Cuba
Save up to 17%!
Windsor to Havana
Thu, November 15, 2018 7 days Continental Plan
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Reg. $1,275
From $1,055 taxes and fees incl.
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Villa Sotavento
Varadero, Cuba
Save up to 14%!
Windsor to Varadero
Thu, December 6, 2018 7 days Inclusive
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Reg. $1,235
From $1,065 taxes and fees incl.
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Club Karey Varadero
Varadero, Cuba
Save up to 14%!
Windsor to Varadero
Thu, December 6, 2018 7 days All inclusive
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Reg. $1,255
From $1,085 taxes and fees incl.
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Starfish Varadero
Varadero, Cuba
Save up to 14%!
Windsor to Varadero
Thu, December 6, 2018 7 days All inclusive
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Reg. $1,285
From $1,105 taxes and fees incl.
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Be Live Experience Varadero
Varadero, Cuba
Save up to 13%!
Windsor to Varadero
Thu, December 6, 2018 7 days All inclusive
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Reg. $1,275
From $1,105 taxes and fees incl.
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Club Kawama
Varadero, Cuba
Save up to 13%!
Windsor to Varadero
Thu, December 6, 2018 7 days All inclusive
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Reg. $1,275
From $1,105 taxes and fees incl.
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Hotel Gran Caribe Sunbeach
Varadero, Cuba
Save up to 13%!
Windsor to Varadero
Thu, December 6, 2018 7 days All inclusive
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Reg. $1,285
From $1,115 taxes and fees incl.
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MarAzul Hotel
Havana, Cuba
Save up to 16%!
Windsor to Havana
Thu, November 15, 2018 7 days All inclusive
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Reg. $1,345
From $1,125 taxes and fees incl.
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Muthu Playa Varadero
Varadero, Cuba
Save up to 13%!
Windsor to Varadero
Thu, December 6, 2018 7 days All inclusive
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Reg. $1,315
From $1,145 taxes and fees incl.
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Club Tropical
Varadero, Cuba
Save up to 13%!
Windsor to Varadero
Thu, December 6, 2018 7 days All inclusive
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Reg. $1,325
From $1,155 taxes and fees incl.
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Comodoro Hotel
Havana, Cuba
Save up to 15%!
Windsor to Havana
Thu, November 15, 2018 7 days Breakfast Plan
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Reg. $1,445
From $1,225 taxes and fees incl.
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Hotel Deauville
Havana, Cuba
Save up to 15%!
Windsor to Havana
Thu, November 15, 2018 7 days Continental Plan
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Reg. $1,445
From $1,225 taxes and fees incl.
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Vedado Saint Johns
Havana, Cuba
Save up to 15%!
Windsor to Havana
Thu, November 15, 2018 7 days Continental Plan
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Reg. $1,445
From $1,225 taxes and fees incl.
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Chateau Miramar by Be Live Hotels
Havana, Cuba
Save up to 15%!
Windsor to Havana
Thu, November 15, 2018 7 days Breakfast Plan
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Reg. $1,455
From $1,235 taxes and fees incl.
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Starfish Cayo Santa Maria
Cayo Santa Maria, Cuba
Save up to 12%!
Windsor to Cayo Santa Maria
Tue, December 18, 2018 7 days All inclusive
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Reg. $1,555
From $1,375 taxes and fees incl.
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Memories Paraiso
Cayo Santa Maria, Cuba
Save up to 12%!
Windsor to Cayo Santa Maria
Tue, December 18, 2018 7 days All inclusive
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Reg. $1,605
From $1,415 taxes and fees incl.
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Sol Cayo Santa Maria
Cayo Santa Maria, Cuba
Save up to 10%!
Windsor to Cayo Santa Maria
Tue, December 18, 2018 7 days All inclusive
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Reg. $1,605
From $1,445 taxes and fees incl.
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Samsara Cliff Resort
Jamaica
Save up to 5%!
Windsor to Jamaica
Sun, December 16, 2018 7 days European Plan
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Reg. $1,535
From $1,465 taxes and fees incl.
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Ocean Casa del Mar
Cayo Santa Maria, Cuba
Save up to 10%!
Windsor to Cayo Santa Maria
Tue, December 18, 2018 7 days All inclusive
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Reg. $1,665
From $1,495 taxes and fees incl.
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Grand Memories Santa Maria
Cayo Santa Maria, Cuba
Save up to 11%!
Windsor to Cayo Santa Maria
Tue, December 18, 2018 7 days All inclusive
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Reg. $1,705
From $1,515 taxes and fees incl.
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Golden Tulip Aguas Claras Resort
Cayo Santa Maria, Cuba
Save up to 10%!
Windsor to Cayo Santa Maria
Tue, December 18, 2018 7 days All inclusive
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Reg. $1,695
From $1,525 taxes and fees incl.
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Valentin Perla Blanca
Cayo Santa Maria, Cuba
Save up to 10%!
Windsor to Cayo Santa Maria
Tue, December 18, 2018 7 days All inclusive
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Reg. $1,695
From $1,525 taxes and fees incl.
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Valentin Perla Blanca
Cayo Santa Maria, Cuba
Save up to 10%!
Windsor to Cayo Santa Maria
Tue, December 18, 2018 7 days All inclusive
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Reg. $1,695
From $1,525 taxes and fees incl.
Prefer another date?
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Rooms Ocho Rios
Jamaica
Save up to 12%!
Windsor to Jamaica
Sun, December 16, 2018 7 days Continental Plan
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Reg. $1,775
From $1,555 taxes and fees incl.
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Toby's Resort
Jamaica
Save up to 12%!
Windsor to Jamaica
Sun, December 16, 2018 7 days European Plan
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Reg. $1,775
From $1,555 taxes and fees incl.
Prefer another date?
See our lowest price calendar
Fun Holiday Beach Resort
Jamaica
Save up to 4%!
Windsor to Jamaica
Sun, December 16, 2018 7 days All inclusive
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Reg. $1,725
From $1,655 taxes and fees incl.
Prefer another date?
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Rooms Negril
Jamaica
Save up to 11%!
Windsor to Jamaica
Sun, December 16, 2018 7 days Continental Plan
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Reg. $1,955
From $1,735 taxes and fees incl.
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Beachcomber Club Resort
Jamaica
Save up to 11%!
Windsor to Jamaica
Sun, December 16, 2018 7 days Inclusive
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Reg. $1,985
From $1,765 taxes and fees incl.
Prefer another date?
See our lowest price calendar
Shaw Park Beach Hotel and Spa
Jamaica
Save up to 11%!
Windsor to Jamaica
Sun, December 16, 2018 7 days All inclusive
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Reg. $1,995
From $1,775 taxes and fees incl.
Prefer another date?
See our lowest price calendar
Deja Resort
Jamaica
Save up to 11%!
Windsor to Jamaica
Sun, December 16, 2018 7 days All inclusive
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Reg. $2,015
From $1,795 taxes and fees incl.
Prefer another date?
See our lowest price calendar
Aspira Hotel and Beach Club
Riviera Maya, Mexico
Save up to 10%!
Windsor to Riviera Maya
Mon, December 24, 2018 7 days Breakfast Plan
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Reg. $2,265
From $2,045 taxes and fees incl.
Prefer another date?
See our lowest price calendar
Tukan Hotel and Beach Club
Riviera Maya, Mexico
Save up to 10%!
Windsor to Riviera Maya
Mon, December 24, 2018 7 days Breakfast Plan
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Reg. $2,265
From $2,045 taxes and fees incl.
Prefer another date?
See our lowest price calendar
Emporio Cancun
Cancun, Mexico
Save up to 9%!
Windsor to Cancun
Mon, December 24, 2018 7 days European Plan
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Reg. $2,555
From $2,335 taxes and fees incl.
Prefer another date?
See our lowest price calendar
HM Playa Del Carmen
Riviera Maya, Mexico
Save up to 8%!
Windsor to Riviera Maya
Mon, December 24, 2018 7 days Breakfast Plan
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Reg. $2,605
From $2,385 taxes and fees incl.
Prefer another date?
See our lowest price calendar
Occidental Costa Cancun
Cancun, Mexico
Save up to 8%!
Windsor to Cancun
Mon, December 24, 2018 7 days All inclusive
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Reg. $2,645
From $2,425 taxes and fees incl.
Prefer another date?
See our lowest price calendar
Occidental Tucancun
Cancun, Mexico
Save up to 8%!
Windsor to Cancun
Mon, December 24, 2018 7 days All inclusive
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Reg. $2,675
From $2,455 taxes and fees incl.
Prefer another date?
See our lowest price calendar
Riu Lupita
Riviera Maya, Mexico
Save up to 8%!
Windsor to Riviera Maya
Mon, December 24, 2018 7 days All inclusive
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Reg. $2,715
From $2,495 taxes and fees incl.
Prefer another date?
See our lowest price calendar
Flamingo Cancun Resort
Cancun, Mexico
Save up to 8%!
Windsor to Cancun
Mon, December 24, 2018 7 days All inclusive
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Reg. $2,725
From $2,505 taxes and fees incl.
Prefer another date?
See our lowest price calendar

The prices shown reflect rates of the day and are subject to change at any time without prior notice. To confirm availability and final pricing you MUST proceed to Step 3. The price shown at Step 3 constitutes the final guaranteed price and prevails over any other price.

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