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Winter Vacations

Senator Puerto Plata Spa Resort

Hotel rating 4.5 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Senator Junior Suite 2 Queen

Dec 14, 2026 (7 days)
Book with Deposit
~~was $2183~~ Save 45%

$1207 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

Dec 14, 2026 (7 days)
Book with Deposit
~~was $2750~~ Save 55%

$1227 PP incl. taxes & fees
Viva Wyndham Tangerine

Hotel rating 4.0 out of 5 stars

Toronto to Cabarete, Dominican Republic

All Inclusive

Superior Room

Dec 14, 2026 (7 days)
Book with Deposit
~~was $2004~~ Save 38%

$1236 PP incl. taxes & fees
Blue Bay Villas Doradas

Hotel rating 4.0 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Room

Dec 12, 2026 (7 days)
Book with Deposit
~~was $2024~~ Save 39%

$1236 PP incl. taxes & fees
Playa Bachata Resort

Hotel rating 4.5 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Room Near Beach Double

Jan 13, 2027 (7 days)
Book with Deposit
~~was $1789~~ Save 30%

$1249 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

Dec 09, 2026 (7 days)
Book with Deposit
~~was $3669~~ Save 65%

$1279 PP incl. taxes & fees
Viva Wyndham V Heavens

Hotel rating 4.0 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Nirvana Room

Dec 14, 2026 (7 days)
Book with Deposit
~~was $2154~~ Save 39%

$1305 PP incl. taxes & fees
Emotions by Hodelpa

Hotel rating 4.0 out of 5 stars

Toronto to Santo Domingo, Dominican Republic

All Inclusive

Superior Room

Dec 15, 2026 (7 days)
Book with Deposit
~~was $3789~~ Save 65%

$1329 PP incl. taxes & fees
Iberostar Costa Dorada

Hotel rating 4.5 out of 5 stars

Toronto to Puerto Plata, Dominican Republic

All Inclusive

Premium Room

Dec 13, 2026 (7 days)
Book with Deposit
~~was $2194~~ Save 39%

$1333 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

Dec 14, 2026 (7 days)
Book with Deposit
~~was $2024~~ Save 34%

$1344 PP incl. taxes & fees

Royal Decameron Club Caribbean

Hotel rating 3.0 out of 5 stars

Toronto to Runaway Bay, Jamaica

All Inclusive

Courtyard Room

Dec 15, 2026 (7 days)
Book with Deposit
$1492 PP incl. taxes & fees
Bahia Principe Grand Jamaica

Hotel rating 4.5 out of 5 stars

Toronto to Runaway Bay, Jamaica

All Inclusive

Deluxe Junior Suite Double

Dec 09, 2026 (7 days)
Book with Deposit
$1730 PP incl. taxes & fees
Bahia Principe Luxury Runaway Bay

Hotel rating 5.0 out of 5 stars

Toronto to Runaway Bay, Jamaica

All Inclusive

Junior Suite Deluxe

Dec 09, 2026 (7 days)
Book with Deposit
~~was $2127~~ Save 16%

$1789 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

Feb 02, 2027 (7 days)
Book with Deposit
$1813 PP incl. taxes & fees
Legends Beach Resort

Hotel rating 3.0 out of 5 stars

Toronto to Negril, Jamaica

All Inclusive

Room

Feb 02, 2027 (7 days)
Book with Deposit
$1862 PP incl. taxes & fees
Iberostar Rose Hall Beach

Hotel rating 4.0 out of 5 stars

Toronto to Montego Bay, Jamaica

All Inclusive

Premium Room

Dec 09, 2026 (7 days)
Book with Deposit
$1945 PP incl. taxes & fees
Seagarden Beach Resort

Hotel rating 3.5 out of 5 stars

Toronto to Montego Bay, Jamaica

All Inclusive

Room

Dec 09, 2026 (7 days)
Book with Deposit
$2049 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 $2570~~ Save 19%

$2072 PP incl. taxes & fees
Riu Montego Bay

Hotel rating 5.0 out of 5 stars

Toronto to Montego Bay, Jamaica

All Inclusive

Room

Dec 15, 2026 (7 days)
Book with Deposit
$2096 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 $2567~~ Save 17%

$2130 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 24%

$1818 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 12, 2026 (7 days)
Book with Deposit
$1860 PP incl. taxes & fees
Barbados Beach Club

Hotel rating 3.0 out of 5 stars

Toronto to Bridgetown, Barbados

All Inclusive

Deluxe Room

Jan 20, 2027 (7 days)
Book with Deposit
~~was $2450~~ Save 13%

$2142 PP incl. taxes & fees
The Sands Barbados

Hotel rating 4.0 out of 5 stars

Toronto to Bridgetown, Barbados

All Inclusive

Sands Signature Room

Dec 09, 2026 (7 days)
Book with Deposit
~~was $2759~~ Save 21%

$2179 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 01, 2026 (7 days)
Book with Deposit
~~was $2442~~ Save 10%

$2200 PP incl. taxes & fees
Breezes Resort

Hotel rating 3.0 out of 5 stars

Toronto to Nassau, Bahamas

All Inclusive

Classic Room

Mar 29, 2027 (7 days)
Book with Deposit
~~was $2489~~ Save 1%

$2459 PP incl. taxes & fees
The Club Barbados Resort and Spa

Hotel rating 4.0 out of 5 stars

Toronto to Bridgetown, Barbados

All Inclusive

Superior Gardenview

Dec 09, 2026 (7 days)
Book with Deposit
~~was $3169~~ Save 20%

$2529 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 02, 2026 (7 days)
Book with Deposit
~~was $3611~~ Save 30%

$2529 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 36%

$2529 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 12, 2026 (7 days)
Book with Deposit
~~was $3155~~ Save 19%

$2560 PP incl. taxes & fees

Playa Blanca Resort

Hotel rating 4.0 out of 5 stars

Toronto to Playa Blanca, Panama

All Inclusive

Room Gardenview

Feb 24, 2027 (7 days)
Book with Deposit
~~was $3719~~ Save 59%

$1509 PP incl. taxes & fees
Sheraton Bijao Beach Resort

Hotel rating 4.5 out of 5 stars

Toronto to Playa Blanca, Panama

All Inclusive

Deluxe Gardenview Room

Dec 12, 2026 (7 days)
Book with Deposit
~~was $1815~~ Save 16%

$1527 PP incl. taxes & fees
Occidental Tamarindo

Hotel rating 4.5 out of 5 stars

Toronto to Tamarindo, Costa Rica

All Inclusive

Superior Room

Dec 04, 2026 (7 days)
Book with Deposit
~~was $2829~~ Save 44%

$1579 PP incl. taxes & fees
Royal Decameron Golf and Beach Rst

Hotel rating 4.0 out of 5 stars

Toronto to Playa Blanca, Panama

All Inclusive

Room Gardenview Double

Dec 12, 2026 (7 days)
Book with Deposit
~~was $2155~~ Save 25%

$1615 PP incl. taxes & fees
Riu Playa Blanca

Hotel rating 5.0 out of 5 stars

Toronto to Playa Blanca, Panama

All Inclusive

Tropical View Room

Dec 12, 2026 (7 days)
Book with Deposit
~~was $1995~~ Save 14%

$1712 PP incl. taxes & fees
Doubletree by Hilton Central Pacific

Hotel rating 4.0 out of 5 stars

Toronto to Puntarenas, Costa Rica

All Inclusive

Fiesta Double Room

Dec 04, 2026 (7 days)
Book with Deposit
~~was $2609~~ Save 33%

$1759 PP incl. taxes & fees
Occidental Papagayo

Hotel rating 4.5 out of 5 stars

Toronto to Liberia, Costa Rica

All Inclusive

Deluxe Room

Dec 14, 2026 (7 days)
Book with Deposit
~~was $2309~~ Save 21%

$1819 PP incl. taxes & fees
Dreams Delight Playa Bonita Panama

Hotel rating 4.5 out of 5 stars

Toronto to Panama City, Panama

All Inclusive

Deluxe Partial Oceanview King

Mar 03, 2027 (7 days)
Book with Deposit
~~was $4279~~ Save 53%

$1999 PP incl. taxes & fees
Best Western Jaco Beach

Hotel rating 3.0 out of 5 stars

Toronto to Jaco beach, Costa Rica

All Inclusive

Room

Dec 12, 2026 (7 days)
Book with Deposit
~~was $2229~~ Save 10%

$2009 PP incl. taxes & fees
The Westin Playa Bonita Panama

Hotel rating 4.5 out of 5 stars

Toronto to Panama City, Panama

All Inclusive

Deluxe Room Forest View

Dec 05, 2026 (7 days)
Book with Deposit
~~was $2215~~ Save 4%

$2122 PP incl. taxes & fees

Flamingo Vallarta Hotel and Marina

Hotel rating 3.0 out of 5 stars

Toronto to Puerto Vallarta, Mexico

All Inclusive

Junior Suite

Dec 02, 2026 (7 days)
Book with Deposit
~~was $1839~~ Save 35%

$1199 PP incl. taxes & fees
Blue Bay Grand Esmeralda

Hotel rating 4.0 out of 5 stars

Toronto to Riviera Maya, Mexico

All Inclusive

Promo Room

Dec 17, 2026 (7 days)
Book with Deposit
~~was $1979~~ Save 39%

$1209 PP incl. taxes & fees
Dos Playas Beach House by Faranda

Hotel rating 3.0 out of 5 stars

Toronto to Cancun, Mexico

All Inclusive

Room

Dec 02, 2026 (7 days)
Book with Deposit
~~was $2079~~ Save 41%

$1219 PP incl. taxes & fees
Vamar Vallarta

Hotel rating 3.0 out of 5 stars

Toronto to Puerto Vallarta, Mexico

All Inclusive

Room

Jan 18, 2027 (7 days)
Book with Deposit
~~was $1899~~ Save 33%

$1269 PP incl. taxes & fees
Hilton Puerto Vallarta Resort

Hotel rating 5.0 out of 5 stars

Toronto to Puerto Vallarta, Mexico

All Inclusive

Resort Room King

Jan 18, 2027 (7 days)
Book with Deposit
~~was $1969~~ Save 36%

$1269 PP incl. taxes & fees
Hacienda Buenaventura Hotel and Mexican Charm

Hotel rating 3.0 out of 5 stars

Toronto to Puerto Vallarta, Mexico

All Inclusive

Room Double

Jan 13, 2027 (7 days)
Book with Deposit
~~was $2159~~ Save 39%

$1319 PP incl. taxes & fees
Viva Wyndham Maya

Hotel rating 4.0 out of 5 stars

Toronto to Riviera Maya, Mexico

All Inclusive

Superior Room

Dec 17, 2026 (7 days)
Book with Deposit
~~was $2139~~ Save 37%

$1349 PP incl. taxes & fees
Krystal Grand Nuevo Vallarta

Hotel rating 4.0 out of 5 stars

Toronto to Riviera Nayarit, Mexico

All Inclusive

Room Queen

Jan 18, 2027 (7 days)
Book with Deposit
~~was $1959~~ Save 31%

$1359 PP incl. taxes & fees
Costa Club Punta Arena

Hotel rating 3.0 out of 5 stars

Toronto to Puerto Vallarta, Mexico

All Inclusive

Room

Dec 15, 2026 (7 days)
Book with Deposit
~~was $2249~~ Save 38%

$1389 PP incl. taxes & fees
Krystal Vallarta

Hotel rating 4.0 out of 5 stars

Toronto to Puerto Vallarta, Mexico

All Inclusive

Superior Room

Jan 28, 2027 (7 days)
Book with Deposit
~~was $2138~~ Save 35%

$1391 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.