Vacations from Windsor

Roc Arenas Doradas

All Inclusive

Roc Plus Room

Windsor to Varadero, Cuba Sep 27, 2021 (7 days)

Sep 27, 2021 (7 days) Roc Plus Room

Get 42 Miles

was $1,019 Save 17%

per guest includes taxes & fees

Valentin El Patriarca Varadero

All Inclusive

Upgrade To Privilege Deluxe Room

Windsor to Varadero, Cuba Sep 05, 2021 (7 days)

Sep 05, 2021 (7 days) Upgrade To Privilege Deluxe Room

Get 41 Miles

was $889

per guest includes taxes & fees

Be Live Experience Las Morlas

All Inclusive

Room Kid Free

Windsor to Varadero, Cuba Sep 27, 2021 (7 days)

Sep 27, 2021 (7 days) Room Kid Free

Get 40 Miles

was $829

per guest includes taxes & fees

Be Live Experience Turquesa

All Inclusive

Room

Windsor to Varadero, Cuba Dec 08, 2021 (7 days)

Book with Deposit

Dec 08, 2021 (7 days) Room

Get 41 Miles

per guest includes taxes & fees

Book with Deposit

Iberostar Playa Alameda

All Inclusive

Double Room

Windsor to Varadero, Cuba Dec 08, 2021 (7 days)

Book with Deposit

Dec 08, 2021 (7 days) Double Room

Get 48 Miles

per guest includes taxes & fees

Book with Deposit

Grand Memories Varadero

All Inclusive

Room

Windsor to Varadero, Cuba Sep 13, 2021 (7 days)

Sep 13, 2021 (7 days) Room

Get 42 Miles

per guest includes taxes & fees

Iberostar Laguna Azul

All Inclusive

Double Room

Windsor to Varadero, Cuba Sep 27, 2021 (7 days)

Sep 27, 2021 (7 days) Double Room

Get 45 Miles

per guest includes taxes & fees

Memories Jibacoa

All Inclusive

Room

Windsor to Varadero, Cuba Sep 27, 2021 (7 days)

Sep 27, 2021 (7 days) Room

Get 45 Miles

per guest includes taxes & fees

Iberostar Selection Varadero

All Inclusive

Double Room

Windsor to Varadero, Cuba Sep 04, 2021 (7 days)

Sep 04, 2021 (7 days) Double Room

Get 58 Miles

per guest includes taxes & fees

Royalton Hicacos Resort And Spa

All Inclusive

Junior Suite

Windsor to Varadero, Cuba Sep 04, 2021 (7 days)

Sep 04, 2021 (7 days) Junior Suite

Get 55 Miles

per guest includes taxes & fees

Mexico: Acapulco Cancun Los Cabos Puerto Vallarta Riviera Maya

El Dorado Seaside Palms

All Inclusive

Junior Suite

Windsor to Riviera Maya, Mexico Aug 11, 2021 (7 days)

Aug 11, 2021 (7 days) Junior Suite

Get 60 Miles

was $1,659 Save 27%

per guest includes taxes & fees

Catalonia Riviera Maya And Yucatan Beach

All Inclusive

Room Gardenview

Windsor to Riviera Maya, Mexico Aug 12, 2021 (7 days)

Aug 12, 2021 (7 days) Room Gardenview

Get 51 Miles

was $1,379 Save 25%

per guest includes taxes & fees

Iberostar Paraiso Beach

All Inclusive

Double Room

Windsor to Riviera Maya, Mexico Aug 12, 2021 (7 days)

Aug 12, 2021 (7 days) Double Room

Get 60 Miles

was $1,599 Save 24%

per guest includes taxes & fees

Akumal Bay Beach And Wellness Resort

All Inclusive

Junior Suite

Windsor to Riviera Maya, Mexico Aug 11, 2021 (7 days)

Aug 11, 2021 (7 days) Junior Suite

Get 65 Miles

was $1,679 Save 22%

per guest includes taxes & fees

Platinum Yucatan Princess All Suites And Spa

All Inclusive

Deluxe Junior Suite

Windsor to Riviera Maya, Mexico Aug 11, 2021 (7 days)

Aug 11, 2021 (7 days) Deluxe Junior Suite

Get 65 Miles

was $1,659 Save 20%

per guest includes taxes & fees

Ocean Riviera Paradise

All Inclusive

Junior Suite

Windsor to Riviera Maya, Mexico Aug 12, 2021 (7 days)

Aug 12, 2021 (7 days) Junior Suite

Get 59 Miles

was $1,469 Save 19%

per guest includes taxes & fees

Catalonia Royal Tulum Beach And Spa

All Inclusive

Superior Room

Windsor to Riviera Maya, Mexico Jul 30, 2021 (7 days)

Jul 30, 2021 (7 days) Superior Room

Get 66 Miles

was $1,549 Save 14%

per guest includes taxes & fees

Royalton Riviera Cancun Resort And Spa

All Inclusive

Luxury Junior Suite

Windsor to Riviera Maya, Mexico Nov 21, 2021 (7 days)

Book with Deposit

Nov 21, 2021 (7 days) Luxury Junior Suite

Get 75 Miles

per guest includes taxes & fees

Book with Deposit

Iberostar Quetzal

All Inclusive

Double Room

Windsor to Riviera Maya, Mexico Sep 27, 2021 (7 days)

Sep 27, 2021 (7 days) Double Room

Get 60 Miles

per guest includes taxes & fees

Hideaway At Royalton Riviera Cancun

All Inclusive

Luxury Junior Suite

Windsor to Riviera Maya, Mexico Sep 17, 2021 (7 days)

Sep 17, 2021 (7 days) Luxury Junior Suite

Get 75 Miles

per guest includes taxes & fees

Cuba: Cayo Coco Cayo Largo Havana Holguin Varadero

Habana Riviera By Iberostar

Only Breakfast

Room

Windsor to Havana, Cuba Dec 16, 2021 (7 days)

Book with Deposit

Dec 16, 2021 (7 days) Room

Get 62 Miles

was $1,785 Save 30%

per guest includes taxes & fees

Book with Deposit

Melia Cohiba

No Meals/Drinks

Classic Room

Windsor to Havana, Cuba Dec 16, 2021 (7 days)

Book with Deposit

Dec 16, 2021 (7 days) Classic Room

Get 73 Miles

was $2,015 Save 27%

per guest includes taxes & fees

Book with Deposit

Melia Habana

No Meals/Drinks

Classic Room

Windsor to Havana, Cuba Dec 16, 2021 (7 days)

Book with Deposit

Dec 16, 2021 (7 days) Classic Room

Get 73 Miles

was $2,015 Save 27%

per guest includes taxes & fees

Book with Deposit

Nh Capri

Only Breakfast

Room

Windsor to Havana, Cuba Dec 16, 2021 (7 days)

Book with Deposit

Dec 16, 2021 (7 days) Room

Get 70 Miles

was $1,785 Save 21%

per guest includes taxes & fees

Book with Deposit

Blau Arenal Habana Beach

All Inclusive

Room

Windsor to Havana, Cuba Jan 13, 2022 (7 days)

Book with Deposit

Jan 13, 2022 (7 days) Room

Get 63 Miles

was $1,585 Save 20%

per guest includes taxes & fees

Book with Deposit

Royalton Cayo Santa Maria

All Inclusive

Junior Suite

Windsor to Cayo Santa Maria, Cuba Dec 14, 2021 (7 days)

Book with Deposit

Dec 14, 2021 (7 days) Junior Suite

Get 77 Miles

was $1,915 Save 19%

per guest includes taxes & fees

Book with Deposit

Iberostar Parque Central

Only Breakfast

Modern Room

Windsor to Havana, Cuba Jan 27, 2022 (7 days)

Book with Deposit

Jan 27, 2022 (7 days) Modern Room

Get 89 Miles

was $2,095 Save 15%

per guest includes taxes & fees

Book with Deposit

Memories Miramar Havana

Only Breakfast

Room

Windsor to Havana, Cuba Mar 03, 2022 (7 days)

Book with Deposit

Mar 03, 2022 (7 days) Room

Get 68 Miles

was $1,595 Save 14%

per guest includes taxes & fees

Book with Deposit

Hotel Sevilla

Only Breakfast

Room

Windsor to Havana, Cuba Dec 16, 2021 (7 days)

Book with Deposit

Dec 16, 2021 (7 days) Room

Get 71 Miles

per guest includes taxes & fees

Book with Deposit

Hotel Plaza

Only Breakfast

Room

Windsor to Havana, Cuba Jan 27, 2022 (7 days)

Book with Deposit

Jan 27, 2022 (7 days) Room

Get 53 Miles

per guest includes taxes & fees

Book with Deposit

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

Catalonia Royal La Romana

All Inclusive

Superior Room

Windsor to La Romana, Dominican Republic Sep 23, 2021 (7 days)

Sep 23, 2021 (7 days) Superior Room

Get 61 Miles

was $1,649 Save 25%

per guest includes taxes & fees

Catalonia Gran Dominicus

All Inclusive

Room Gardenview

Windsor to La Romana, Dominican Republic Sep 10, 2021 (7 days)

Sep 10, 2021 (7 days) Room Gardenview

Get 50 Miles

was $1,339 Save 24%

per guest includes taxes & fees

Dreams Dominicus La Romana

All Inclusive

Deal Of The Day Room

Windsor to La Romana, Dominican Republic Sep 02, 2021 (7 days)

Sep 02, 2021 (7 days) Deal Of The Day Room

Get 62 Miles

was $1,569 Save 20%

per guest includes taxes & fees

Iberostar Selection Hacienda Dominicus

All Inclusive

Double Room

Windsor to La Romana, Dominican Republic Sep 23, 2021 (7 days)

Sep 23, 2021 (7 days) Double Room

Get 65 Miles

was $1,609 Save 18%

per guest includes taxes & fees

Bahia Principe Grand La Romana

All Inclusive

Junior Suite Superior

Windsor to La Romana, Dominican Republic Nov 03, 2021 (7 days)

Book with Deposit

Nov 03, 2021 (7 days) Junior Suite Superior

Get 59 Miles

was $1,339 Save 11%

per guest includes taxes & fees

Book with Deposit

Be Live Collection Canoa

All Inclusive

Deluxe Room

Windsor to La Romana, Dominican Republic Aug 18, 2021 (7 days)

Aug 18, 2021 (7 days) Deluxe Room

Get 56 Miles

was $1,219

per guest includes taxes & fees

Bahia Principe Luxury Bouganville

All Inclusive

Junior Suite Deluxe

Windsor to La Romana, Dominican Republic Nov 01, 2021 (7 days)

Book with Deposit

Nov 01, 2021 (7 days) Junior Suite Deluxe

Get 68 Miles

was $1,449

per guest includes taxes & fees

Book with Deposit

Hilton La Romana All Inclusive Family Resort

All Inclusive

Deluxe Gardenview Queen

Windsor to La Romana, Dominican Republic Sep 23, 2021 (7 days)

Sep 23, 2021 (7 days) Deluxe Gardenview Queen

Get 74 Miles

was $1,579

per guest includes taxes & fees

Viva Wyndham Dominicus Palace

All Inclusive

Superior Room

Windsor to La Romana, Dominican Republic Dec 11, 2021 (7 days)

Book with Deposit

Dec 11, 2021 (7 days) Superior Room

Get 79 Miles

per guest includes taxes & fees

Book with Deposit

Caribe Deluxe Princess

All Inclusive

Caribbean Deluxe

Windsor to Punta Cana, Dominican Republic Dec 11, 2021 (7 days)

Book with Deposit

Dec 11, 2021 (7 days) Caribbean Deluxe

Get 78 Miles

per guest includes taxes & fees

Book with Deposit

Jamaica: Whitehouse Montego Bay Negril Ocho Rios Runaway Bay

Holiday Inn Resort Montego Bay

All Inclusive

Room

Windsor to Montego Bay, Jamaica Aug 02, 2021 (7 days)

Aug 02, 2021 (7 days) Room

Get 50 Miles

was $1,759 Save 42%

per guest includes taxes & fees

The Oasis At Sunset

All Inclusive

Room Gardenview

Windsor to Montego Bay, Jamaica Aug 02, 2021 (7 days)

Aug 02, 2021 (7 days) Room Gardenview

Get 60 Miles

was $2,049 Save 41%

per guest includes taxes & fees

Ocean Coral Spring

All Inclusive

Junior Suite Gardenview

Windsor to Montego Bay, Jamaica Aug 02, 2021 (7 days)

Aug 02, 2021 (7 days) Junior Suite Gardenview

Get 64 Miles

was $2,129 Save 39%

per guest includes taxes & fees

Jewel Grande Montego Bay Resort And Spa

All Inclusive

Oceanfront Junior Suite King

Windsor to Montego Bay, Jamaica Oct 18, 2021 (7 days)

Book with Deposit

Oct 18, 2021 (7 days) Oceanfront Junior Suite King

Get 83 Miles

was $1,999 Save 17%

per guest includes taxes & fees

Book with Deposit

Iberostar Rose Hall Beach

All Inclusive

Double Superior Room

Windsor to Montego Bay, Jamaica Sep 19, 2021 (7 days)

Sep 19, 2021 (7 days) Double Superior Room

Get 74 Miles

was $1,569

per guest includes taxes & fees

Hilton Rose Hall Resort And Spa

All Inclusive

Resort View Room King

Windsor to Montego Bay, Jamaica Sep 06, 2021 (7 days)

Sep 06, 2021 (7 days) Resort View Room King

Get 75 Miles

was $1,549

per guest includes taxes & fees

Sandy Haven Resort

No Meals/Drinks

Run Of The House

Windsor to Negril, Jamaica Aug 16, 2021 (7 days)

Aug 16, 2021 (7 days) Run Of The House

Get 46 Miles

per guest includes taxes & fees

Sunset Beach Resort Spa And Waterpark

All Inclusive

Deluxe Resort View

Windsor to Montego Bay, Jamaica Aug 16, 2021 (7 days)

Aug 16, 2021 (7 days) Deluxe Resort View

Get 52 Miles

per guest includes taxes & fees

Grand Palladium Jamaica Resort And Spa

All Inclusive

Junior Suite Gardenview

Windsor to Montego Bay, Jamaica Sep 03, 2021 (7 days)

Sep 03, 2021 (7 days) Junior Suite Gardenview

Get 83 Miles

per guest includes taxes & fees

Grand Palladium Lady Hamilton Resort And Spa

All Inclusive

Junior Suite Gardenview

Windsor to Montego Bay, Jamaica Sep 03, 2021 (7 days)

Sep 03, 2021 (7 days) Junior Suite Gardenview

Get 89 Miles

per guest includes taxes & fees

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