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Winter Vacations

Viva Wyndham V Heavens

Hotel rating 4.0 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Bliss Room

Feb 19, 2027 (7 days)
Book with Deposit
~~was $2510~~ Save 34%

$1647 PP incl. taxes & fees
Vik Arena Blanca

Hotel rating 4.0 out of 5 stars

Toronto to Punta Cana, Dominican Republic

All Inclusive

Room Gardenview

Jan 09, 2027 (7 days)
Book with Deposit
~~was $4159~~ Save 60%

$1649 PP incl. taxes & fees
Senator Puerto Plata Spa Resort

Hotel rating 4.5 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Senator Junior Suite 1 King

Jan 14, 2027 (7 days)
Book with Deposit
~~was $2403~~ Save 31%

$1657 PP incl. taxes & fees
Emotions by Hodelpa

Hotel rating 4.0 out of 5 stars

Toronto to Santo Domingo, Dominican Republic

All Inclusive

Superior Standard Room

Jan 18, 2027 (7 days)
Book with Deposit
~~was $3919~~ Save 58%

$1659 PP incl. taxes & fees
Serenade Punta Cana Beach and Spa Resort

Hotel rating 4.5 out of 5 stars

Toronto to Punta Cana, Dominican Republic

All Inclusive

Luxury Tropical Gardenview

Dec 03, 2026 (7 days)
Book with Deposit
~~was $4119~~ Save 60%

$1659 PP incl. taxes & fees
Catalonia Bavaro Beach Golf and Casino

Hotel rating 4.0 out of 5 stars

Toronto to Punta Cana, Dominican Republic

All Inclusive

Premium Junior Suite

Dec 01, 2026 (7 days)
Book with Deposit
~~was $3899~~ Save 57%

$1659 PP incl. taxes & fees
Sirenis Cocotal Beach Rst Casino Aquagames

Hotel rating 4.5 out of 5 stars

Toronto to Punta Cana, Dominican Republic

All Inclusive

Suite Family

Dec 01, 2026 (7 days)
Book with Deposit
~~was $3959~~ Save 58%

$1659 PP incl. taxes & fees
Vh Gran Ventana

Hotel rating 4.5 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Superior Room

Feb 27, 2027 (7 days)
Book with Deposit
~~was $2411~~ Save 31%

$1667 PP incl. taxes & fees
Be Live Collection Marien

Hotel rating 4.0 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Deluxe Gardenview Double

Feb 03, 2027 (7 days)
Book with Deposit
~~was $2389~~ Save 30%

$1669 PP incl. taxes & fees
Emotions by Hodelpa Playa Dorada

Hotel rating 4.5 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Superior Standard Room

Mar 31, 2027 (7 days)
Book with Deposit
~~was $3779~~ Save 56%

$1669 PP incl. taxes & fees

Ocean Coral Spring

Hotel rating 4.5 out of 5 stars

Toronto to Montego Bay, Jamaica

All Inclusive

Junior Suite Nature View

Dec 09, 2026 (7 days)
Book with Deposit
~~was $2930~~ Save 30%

$2046 PP incl. taxes & fees
Samsara Cliff Resort and Spa

Hotel rating 3.0 out of 5 stars

Toronto to Negril, Jamaica

All Inclusive

Gardenview Room

Dec 17, 2026 (7 days)
Book with Deposit
~~was $2727~~ Save 23%

$2095 PP incl. taxes & fees
Legends Beach Resort

Hotel rating 3.0 out of 5 stars

Toronto to Negril, Jamaica

All Inclusive

Room Garden Side

Dec 17, 2026 (7 days)
Book with Deposit
~~was $2777~~ Save 23%

$2135 PP incl. taxes & fees
Azul Beach Resort Sensatori

Hotel rating 5.0 out of 5 stars

Toronto to Negril, Jamaica

All Inclusive

Deluxe Room

Dec 02, 2026 (7 days)
Book with Deposit
~~was $2756~~ Save 22%

$2140 PP incl. taxes & fees
Ocean Eden Bay

Hotel rating 4.5 out of 5 stars

Toronto to Montego Bay, Jamaica

All Inclusive

Junior Suite Nature View

Dec 09, 2026 (7 days)
Book with Deposit
~~was $3160~~ Save 29%

$2253 PP incl. taxes & fees
Couples Tower Isle

Hotel rating 4.0 out of 5 stars

Toronto to Ocho Rios, Jamaica

All Inclusive

Deluxe Gardenview Room

Dec 09, 2026 (7 days)
Book with Deposit
~~was $3236~~ Save 27%

$2361 PP incl. taxes & fees
Princess Senses The Mangrove

Hotel rating 5.0 out of 5 stars

Toronto to Negril, Jamaica

All Inclusive

Deluxe Junior Suite

Dec 08, 2026 (7 days)
Book with Deposit
~~was $4009~~ Save 37%

$2519 PP incl. taxes & fees
Grand Palladium Jamaica

Hotel rating 4.5 out of 5 stars

Toronto to Montego Bay, Jamaica

All Inclusive

Junior Suite Gardenview

Jan 20, 2027 (7 days)
Book with Deposit
~~was $3577~~ Save 27%

$2601 PP incl. taxes & fees
Royalton Blue Waters

Hotel rating 5.0 out of 5 stars

Toronto to Montego Bay, Jamaica

All Inclusive

Luxury Junior Suite

Dec 07, 2026 (7 days)
Book with Deposit
~~was $4292~~ Save 38%

$2677 PP incl. taxes & fees
Hideaway at Royalton Negril

Hotel rating 5.0 out of 5 stars

Toronto to Negril, Jamaica

All Inclusive

Luxury Junior Suite Oceanview

Dec 02, 2026 (7 days)
Book with Deposit
~~was $3652~~ Save 24%

$2770 PP incl. taxes & fees

Viva Wyndham Fortuna Beach

Hotel rating 3.5 out of 5 stars

Toronto to Freeport, Bahamas

All Inclusive

Superior Gardenview

Dec 05, 2026 (7 days)
Book with Deposit
~~was $2385~~ Save 29%

$1696 PP incl. taxes & fees
Starfish Jolly Beach Resort

Hotel rating 3.0 out of 5 stars

Toronto to Antigua, Antigua and Barbuda

All Inclusive

Room Double

Dec 02, 2026 (7 days)
Book with Deposit
~~was $2382~~ Save 27%

$1742 PP incl. taxes & fees
Warwick Paradise Island Resort

Hotel rating 4.0 out of 5 stars

Toronto to Nassau, Bahamas

All Inclusive

Island View Room Double

Dec 11, 2026 (7 days)
Book with Deposit
$2157 PP incl. taxes & fees
Sea Breeze Beach House

Hotel rating 4.5 out of 5 stars

Toronto to Bridgetown, Barbados

All Inclusive

Classic Oceanview Room

Dec 04, 2026 (7 days)
Book with Deposit
$2353 PP incl. taxes & fees
Breezes Resort

Hotel rating 3.0 out of 5 stars

Toronto to Nassau, Bahamas

All Inclusive

Classic Room

Jan 16, 2027 (7 days)
Book with Deposit
$2354 PP incl. taxes & fees
Barbados Beach Club

Hotel rating 3.0 out of 5 stars

Toronto to Bridgetown, Barbados

All Inclusive

Deluxe Room

Jan 29, 2027 (7 days)
Book with Deposit
~~was $2553~~ Save 6%

$2412 PP incl. taxes & fees
The Verandah Resort and Spa

Hotel rating 4.0 out of 5 stars

Toronto to Antigua, Antigua and Barbuda

All Inclusive

Hillside Suite King

Dec 02, 2026 (7 days)
Book with Deposit
~~was $3982~~ Save 38%

$2471 PP incl. taxes & fees
Royalton Antigua Resort and Spa

Hotel rating 4.5 out of 5 stars

Toronto to Antigua, Antigua and Barbuda

All Inclusive

Luxury Junior Suite

Dec 02, 2026 (7 days)
Book with Deposit
~~was $3872~~ Save 35%

$2510 PP incl. taxes & fees
O2 Beach Club and Spa

Hotel rating 4.5 out of 5 stars

Toronto to Bridgetown, Barbados

All Inclusive

Luxury Pool View Junior Suite

Dec 11, 2026 (7 days)
Book with Deposit
~~was $4912~~ Save 49%

$2513 PP incl. taxes & fees
Pineapple Beach Club

Hotel rating 4.0 out of 5 stars

Toronto to Antigua, Antigua and Barbuda

All Inclusive

Pool Terrace Room

Dec 13, 2026 (7 days)
Book with Deposit
~~was $3629~~ Save 26%

$2682 PP incl. taxes & fees

Viva Wyndham V Heavens

Hotel rating 4.0 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Bliss Room

Feb 19, 2027 (7 days)
Book with Deposit
~~was $2510~~ Save 34%

$1647 PP incl. taxes & fees
Hodelpa Garden Suites Golf and Beach Club

Hotel rating 4.0 out of 5 stars

Toronto to Santo Domingo, Dominican Republic

All Inclusive

Suite

Jan 09, 2027 (7 days)
Book with Deposit
~~was $2115~~ Save 22%

$1648 PP incl. taxes & fees
Whala Bavaro

Hotel rating 4.0 out of 5 stars

Toronto to Punta Cana, Dominican Republic

All Inclusive

Room

Jan 27, 2027 (7 days)
Book with Deposit
~~was $2105~~ Save 22%

$1648 PP incl. taxes & fees
Coral Costa Caribe

Hotel rating 4.0 out of 5 stars

Toronto to Santo Domingo, Dominican Republic

All Inclusive

Room No Balcony

Jan 31, 2027 (7 days)
Book with Deposit
~~was $2185~~ Save 25%

$1648 PP incl. taxes & fees
Viva Wyndham Tangerine

Hotel rating 4.0 out of 5 stars

Toronto to Cabarete, Dominican Republic

All Inclusive

Superior Room

Feb 07, 2027 (7 days)
Book with Deposit
~~was $2185~~ Save 25%

$1648 PP incl. taxes & fees
Vik Arena Blanca

Hotel rating 4.0 out of 5 stars

Toronto to Punta Cana, Dominican Republic

All Inclusive

Room Gardenview

Jan 09, 2027 (7 days)
Book with Deposit
~~was $4159~~ Save 60%

$1649 PP incl. taxes & fees
Senator Puerto Plata Spa Resort

Hotel rating 4.5 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Senator Junior Suite 1 King

Jan 14, 2027 (7 days)
Book with Deposit
~~was $2403~~ Save 31%

$1657 PP incl. taxes & fees
Cofresi Palm Beach and Spa Resort

Hotel rating 3.5 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Superior Room

Dec 18, 2026 (7 days)
Book with Deposit
~~was $2185~~ Save 24%

$1658 PP incl. taxes & fees
Emotions by Hodelpa

Hotel rating 4.0 out of 5 stars

Toronto to Santo Domingo, Dominican Republic

All Inclusive

Superior Standard Room

Jan 18, 2027 (7 days)
Book with Deposit
~~was $3919~~ Save 58%

$1659 PP incl. taxes & fees
Serenade Punta Cana Beach and Spa Resort

Hotel rating 4.5 out of 5 stars

Toronto to Punta Cana, Dominican Republic

All Inclusive

Luxury Tropical Gardenview

Dec 03, 2026 (7 days)
Book with Deposit
~~was $4119~~ Save 60%

$1659 PP incl. taxes & fees

Viva Wyndham V Heavens

Hotel rating 4.0 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Bliss Room

Feb 19, 2027 (7 days)
Book with Deposit
~~was $2510~~ Save 34%

$1647 PP incl. taxes & fees
Hodelpa Garden Suites Golf and Beach Club

Hotel rating 4.0 out of 5 stars

Toronto to Santo Domingo, Dominican Republic

All Inclusive

Suite

Jan 09, 2027 (7 days)
Book with Deposit
~~was $2115~~ Save 22%

$1648 PP incl. taxes & fees
Whala Bavaro

Hotel rating 4.0 out of 5 stars

Toronto to Punta Cana, Dominican Republic

All Inclusive

Room

Jan 27, 2027 (7 days)
Book with Deposit
~~was $2105~~ Save 22%

$1648 PP incl. taxes & fees
Coral Costa Caribe

Hotel rating 4.0 out of 5 stars

Toronto to Santo Domingo, Dominican Republic

All Inclusive

Room No Balcony

Jan 31, 2027 (7 days)
Book with Deposit
~~was $2185~~ Save 25%

$1648 PP incl. taxes & fees
Viva Wyndham Tangerine

Hotel rating 4.0 out of 5 stars

Toronto to Cabarete, Dominican Republic

All Inclusive

Superior Room

Feb 07, 2027 (7 days)
Book with Deposit
~~was $2185~~ Save 25%

$1648 PP incl. taxes & fees
Vik Arena Blanca

Hotel rating 4.0 out of 5 stars

Toronto to Punta Cana, Dominican Republic

All Inclusive

Room Gardenview

Jan 09, 2027 (7 days)
Book with Deposit
~~was $4159~~ Save 60%

$1649 PP incl. taxes & fees
Senator Puerto Plata Spa Resort

Hotel rating 4.5 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Senator Junior Suite 1 King

Jan 14, 2027 (7 days)
Book with Deposit
~~was $2403~~ Save 31%

$1657 PP incl. taxes & fees
Cofresi Palm Beach and Spa Resort

Hotel rating 3.5 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Superior Room

Dec 18, 2026 (7 days)
Book with Deposit
~~was $2185~~ Save 24%

$1658 PP incl. taxes & fees
Emotions by Hodelpa

Hotel rating 4.0 out of 5 stars

Toronto to Santo Domingo, Dominican Republic

All Inclusive

Superior Standard Room

Jan 18, 2027 (7 days)
Book with Deposit
~~was $3919~~ Save 58%

$1659 PP incl. taxes & fees
Serenade Punta Cana Beach and Spa Resort

Hotel rating 4.5 out of 5 stars

Toronto to Punta Cana, Dominican Republic

All Inclusive

Luxury Tropical Gardenview

Dec 03, 2026 (7 days)
Book with Deposit
~~was $4119~~ Save 60%

$1659 PP incl. taxes & fees

Cuba - Varadero

Mexico - Cancun

Jamaica - Montego Bay

Mexico - Riviera Nayarit

Mexico - Riviera Maya

Dominican - Punta Cana

Dominican - Puerto Plata

Cuba - Holguin

January and February Vacation Packages on Sale! Book you Winter Vacation now to Caribbean, Mexico, Dominican Republic and Cuba, Choose your departure city and Get the Best prices on your Winter Vacations.