Vacations from Windsor

Sol Varadero Beach

All Inclusive

Sol Room Beach

Windsor to Varadero, Cuba Nov 21, 2021 (7 days)

Nov 21, 2021 (7 days) Sol Room Beach

Get 42 Miles

was $1,229 Save 30%

$859PP

taxes & fees

Melia Las Americas

All Inclusive

Classic Room

Windsor to Varadero, Cuba Nov 14, 2021 (7 days)

Nov 14, 2021 (7 days) Classic Room

Get 56 Miles

was $1,539 Save 26%

$1,139PP

taxes & fees

Sol Palmeras

All Inclusive

Room

Windsor to Varadero, Cuba Nov 21, 2021 (7 days)

Nov 21, 2021 (7 days) Room

Get 46 Miles

was $1,199 Save 23%

$929PP

taxes & fees

Sanctuary At Grand Memories Varadero

All Inclusive

Sanctuary Deluxe Junior Suite

Windsor to Varadero, Cuba Nov 14, 2021 (7 days)

Nov 14, 2021 (7 days) Sanctuary Deluxe Junior Suite

Get 51 Miles

was $1,339 Save 23%

$1,029PP

taxes & fees

Playa Vista Azul

All Inclusive

Room

Windsor to Varadero, Cuba Nov 21, 2021 (7 days)

Nov 21, 2021 (7 days) Room

Get 45 Miles

was $1,129 Save 19%

$909PP

taxes & fees

Grand Memories Varadero

All Inclusive

Room

Windsor to Varadero, Cuba Nov 21, 2021 (7 days)

Nov 21, 2021 (7 days) Room

Get 43 Miles

was $1,049 Save 17%

$869PP

taxes & fees

Memories Jibacoa

All Inclusive

Room

Windsor to Varadero, Cuba Nov 14, 2021 (7 days)

Nov 14, 2021 (7 days) Room

Get 49 Miles

was $1,176 Save 16%

$989PP

taxes & fees

Valentin El Patriarca Varadero

All Inclusive

Deluxe Room

Windsor to Varadero, Cuba Nov 21, 2021 (7 days)

Nov 21, 2021 (7 days) Deluxe Room

Get 43 Miles

was $1,019 Save 14%

$879PP

taxes & fees

Iberostar Laguna Azul

All Inclusive

Double Room

Windsor to Varadero, Cuba Nov 21, 2021 (7 days)

Nov 21, 2021 (7 days) Double Room

Get 45 Miles

was $1,059 Save 13%

$919PP

taxes & fees

Royalton Hicacos Resort And Spa

All Inclusive

Junior Suite

Windsor to Varadero, Cuba Nov 14, 2021 (7 days)

Nov 14, 2021 (7 days) Junior Suite

Get 56 Miles

was $1,276 Save 11%

$1,139PP

taxes & fees

Mexico: Acapulco Cancun Los Cabos Puerto Vallarta Riviera Maya

Catalonia Riviera Maya And Yucatan Beach

All Inclusive

Room Gardenview

Windsor to Riviera Maya, Mexico Jan 17, 2022 (7 days)

Book with Deposit

Jan 17, 2022 (7 days) Room Gardenview

Get 59 Miles

was $1,899 Save 37%

$1,199PP

taxes & fees

Book with Deposit

Blue Bay Grand Esmeralda

All Inclusive

Room Gardenview

Windsor to Riviera Maya, Mexico Jan 17, 2022 (7 days)

Book with Deposit

Jan 17, 2022 (7 days) Room Gardenview

Get 59 Miles

was $1,629 Save 26%

$1,199PP

taxes & fees

Book with Deposit

Grand Sirenis Riviera Maya

All Inclusive

Deluxe Junior Suite

Windsor to Riviera Maya, Mexico Jan 17, 2022 (7 days)

Book with Deposit

Jan 17, 2022 (7 days) Deluxe Junior Suite

Get 64 Miles

was $1,719 Save 24%

$1,299PP

taxes & fees

Book with Deposit

Sunscape Akumal Beach Resort And Spa

All Inclusive

Deluxe Jungle View Double

Windsor to Riviera Maya, Mexico Jan 17, 2022 (7 days)

Book with Deposit

Jan 17, 2022 (7 days) Deluxe Jungle View Double

Get 65 Miles

was $1,699 Save 23%

$1,309PP

taxes & fees

Book with Deposit

Iberostar Paraiso Del Mar

All Inclusive

Double Room

Windsor to Riviera Maya, Mexico Jan 08, 2022 (7 days)

Book with Deposit

Jan 08, 2022 (7 days) Double Room

Get 77 Miles

was $1,849 Save 16%

$1,559PP

taxes & fees

Book with Deposit

Royalton Riviera Cancun

All Inclusive

Luxury Junior Suite

Windsor to Riviera Maya, Mexico Oct 23, 2021 (7 days)

Oct 23, 2021 (7 days) Luxury Junior Suite

Get 82 Miles

was $1,979 Save 16%

$1,659PP

taxes & fees

Iberostar Paraiso Beach

All Inclusive

Double Room

Windsor to Riviera Maya, Mexico Jan 08, 2022 (7 days)

Book with Deposit

Jan 08, 2022 (7 days) Double Room

Get 77 Miles

was $1,799 Save 13%

$1,559PP

taxes & fees

Book with Deposit

Grand Riviera Princess All Suites

All Inclusive

Junior Suite

Windsor to Riviera Maya, Mexico Oct 23, 2021 (7 days)

Oct 23, 2021 (7 days) Junior Suite

Get 77 Miles

was $1,749 Save 11%

$1,549PP

taxes & fees

Ocean Riviera Paradise

All Inclusive

Junior Suite

Windsor to Riviera Maya, Mexico Oct 23, 2021 (7 days)

Oct 23, 2021 (7 days) Junior Suite

Get 77 Miles

was $1,689

$1,549PP

taxes & fees

Ocean Coral And Turquesa

All Inclusive

Junior Suite Gardenview

Windsor to Riviera Maya, Mexico Oct 23, 2021 (7 days)

Oct 23, 2021 (7 days) Junior Suite Gardenview

Get 68 Miles

$1,379PP

taxes & fees

Cuba: Cayo Coco Cayo Largo Havana Holguin Varadero

Grand Memories Santa Maria

All Inclusive

Junior Suite

Windsor to Cayo Santa Maria, Cuba Jan 25, 2022 (7 days)

Book with Deposit

Jan 25, 2022 (7 days) Junior Suite

Get 49 Miles

was $1,515 Save 34%

$995PP

taxes & fees

Book with Deposit

Dhawa Cayo Santa Maria

All Inclusive

Deluxe Room

Windsor to Cayo Santa Maria, Cuba Jan 25, 2022 (7 days)

Book with Deposit

Jan 25, 2022 (7 days) Deluxe Room

Get 50 Miles

was $1,495 Save 32%

$1,015PP

taxes & fees

Book with Deposit

Be Live Collection Cayo Santa Maria

All Inclusive

Junior Suite Gardenview

Windsor to Cayo Santa Maria, Cuba Jan 25, 2022 (7 days)

Book with Deposit

Jan 25, 2022 (7 days) Junior Suite Gardenview

Get 48 Miles

was $1,415 Save 31%

$975PP

taxes & fees

Book with Deposit

Roc Lagunas Del Mar

All Inclusive

Deluxe Gardenview

Windsor to Cayo Santa Maria, Cuba Jan 25, 2022 (7 days)

Book with Deposit

Jan 25, 2022 (7 days) Deluxe Gardenview

Get 49 Miles

was $1,415 Save 30%

$985PP

taxes & fees

Book with Deposit

Sanctuary At Grand Memories Santa Maria

All Inclusive

Sanctuary Deluxe Junior Suite

Windsor to Cayo Santa Maria, Cuba Jan 25, 2022 (7 days)

Book with Deposit

Jan 25, 2022 (7 days) Sanctuary Deluxe Junior Suite

Get 57 Miles

was $1,655 Save 30%

$1,155PP

taxes & fees

Book with Deposit

Valentin Perla Blanca

All Inclusive

Junior Suite Gardenview

Windsor to Cayo Santa Maria, Cuba Jan 25, 2022 (7 days)

Book with Deposit

Jan 25, 2022 (7 days) Junior Suite Gardenview

Get 58 Miles

was $1,485 Save 22%

$1,165PP

taxes & fees

Book with Deposit

Royalton Cayo Santa Maria

All Inclusive

Junior Suite

Windsor to Cayo Santa Maria, Cuba Jan 25, 2022 (7 days)

Book with Deposit

Jan 25, 2022 (7 days) Junior Suite

Get 77 Miles

was $1,965 Save 21%

$1,545PP

taxes & fees

Book with Deposit

Blau Arenal Habana Beach

All Inclusive

Room

Windsor to Havana, Cuba Jan 20, 2022 (7 days)

Book with Deposit

Jan 20, 2022 (7 days) Room

Get 62 Miles

was $1,585 Save 21%

$1,255PP

taxes & fees

Book with Deposit

Grand Aston Cayo Las Brujas Beach Resort And Spa

All Inclusive

Room Gardenview

Windsor to Cayo Santa Maria, Cuba Jan 25, 2022 (7 days)

Book with Deposit

Jan 25, 2022 (7 days) Room Gardenview

Get 49 Miles

was $1,165 Save 15%

$985PP

taxes & fees

Book with Deposit

Hotel Plaza

Only Breakfast

Room

Windsor to Havana, Cuba Jan 20, 2022 (14 days)

Book with Deposit

Jan 20, 2022 (14 days) Room

Get 82 Miles

$1,655PP

taxes & fees

Book with Deposit

Dominican Rep.: La Romana Puerto Plata Punta Cana Samana Santo Domingo

Riu Republica

All Inclusive

Room

Windsor to Punta Cana, Dominican Republic Jan 22, 2022 (7 days)

Book with Deposit

Jan 22, 2022 (7 days) Room

Get 80 Miles

was $1,905 Save 16%

$1,605PP

taxes & fees

Book with Deposit

Grand Sirenis Cocotal Beach Rst Casino Aquagames

All Inclusive

Room

Windsor to Punta Cana, Dominican Republic Jan 11, 2022 (7 days)

Book with Deposit

Jan 11, 2022 (7 days) Room

Get 69 Miles

was $1,549 Save 10%

$1,399PP

taxes & fees

Book with Deposit

Bahia Principe Luxury Samana

All Inclusive

Superior Room No Balcony

Windsor to Samana, Dominican Republic Jan 07, 2022 (7 days)

Book with Deposit

Jan 07, 2022 (7 days) Superior Room No Balcony

Get 85 Miles

was $1,849

$1,719PP

taxes & fees

Book with Deposit

Bahia Principe Grand El Portillo

All Inclusive

Room

Windsor to Samana, Dominican Republic Jan 07, 2022 (7 days)

Book with Deposit

Jan 07, 2022 (7 days) Room

Get 74 Miles

was $1,509

$1,489PP

taxes & fees

Book with Deposit

Bahia Principe Grand La Romana

All Inclusive

Junior Suite Superior

Windsor to La Romana, Dominican Republic May 13, 2022 (7 days)

Book with Deposit

May 13, 2022 (7 days) Junior Suite Superior

Get 65 Miles

$1,319PP

taxes & fees

Book with Deposit

Catalonia Gran Dominicus

All Inclusive

Room Gardenview

Windsor to La Romana, Dominican Republic May 13, 2022 (7 days)

Book with Deposit

May 13, 2022 (7 days) Room Gardenview

Get 72 Miles

$1,459PP

taxes & fees

Book with Deposit

Bahia Principe Luxury Bouganville

All Inclusive

Junior Suite Deluxe

Windsor to La Romana, Dominican Republic May 13, 2022 (7 days)

Book with Deposit

May 13, 2022 (7 days) Junior Suite Deluxe

Get 74 Miles

$1,489PP

taxes & fees

Book with Deposit

Viva Wyndham V Samana

All Inclusive

V Room

Windsor to Samana, Dominican Republic Jan 07, 2022 (7 days)

Book with Deposit

Jan 07, 2022 (7 days) V Room

Get 73 Miles

$1,469PP

taxes & fees

Book with Deposit

Be Live Collection Canoa

All Inclusive

Deluxe Room

Windsor to La Romana, Dominican Republic Jan 22, 2022 (7 days)

Book with Deposit

Jan 22, 2022 (7 days) Deluxe Room

Get 57 Miles

$1,155PP

taxes & fees

Book with Deposit

Caribe Deluxe Princess

All Inclusive

Caribbean Deluxe

Windsor to Punta Cana, Dominican Republic Jan 22, 2022 (7 days)

Book with Deposit

Jan 22, 2022 (7 days) Caribbean Deluxe

Get 75 Miles

$1,505PP

taxes & fees

Book with Deposit

Jamaica: Whitehouse Montego Bay Negril Ocho Rios Runaway Bay

Iberostar Rose Hall Beach

All Inclusive

Double Room

Windsor to Montego Bay, Jamaica Jan 10, 2022 (7 days)

Book with Deposit

Jan 10, 2022 (7 days) Double Room

Get 82 Miles

was $1,959 Save 16%

$1,649PP

taxes & fees

Book with Deposit

Holiday Inn Resort Montego Bay

All Inclusive

Room

Windsor to Montego Bay, Jamaica Jan 10, 2022 (7 days)

Book with Deposit

Jan 10, 2022 (7 days) Room

Get 78 Miles

was $1,839 Save 14%

$1,579PP

taxes & fees

Book with Deposit

Sunset Beach Resort Spa And Waterpark

All Inclusive

Deluxe Resort View

Windsor to Montego Bay, Jamaica Jan 10, 2022 (7 days)

Book with Deposit

Jan 10, 2022 (7 days) Deluxe Resort View

Get 89 Miles

was $2,059 Save 13%

$1,799PP

taxes & fees

Book with Deposit

Cheap Vacations from Windsor

Red Tag Travel Deals

Vacation Travel Deals

Featured Hotel & Resorts

Top Vacation Destinations

Windsor Flight Deals

Vacations from Windsor

Cheap Vacations from Windsor

Red Tag Travel Deals

Vacation Travel Deals

Featured Hotel & Resorts

Top Vacation Destinations

Windsor Flight Deals

Reset your password