2022Fall Vacation Packages From Toronto | September, October & November Vacations | Caribbean Vacation Deals

Melia Costa Del Sol Toronto Torremolinos, Spain

Only Breakfast

Melia Room Sea View

Nov 03, 2022 (8 days)

Nov 03, 2022 (8 days) Melia Room Sea View

Get 75 Miles

was $2,919 Save 48%

$1,519PP

taxes & fees

Impressive Premium Punta Cana

Toronto Punta Cana, Dominican Republic

All Inclusive

Premium Junior Suite Pool View

Oct 03, 2022 (6 days)

Oct 03, 2022 (6 days) Premium Junior Suite Pool View

Get 49 Miles

was $1,769 Save 44%

$999PP

taxes & fees

Pineapple Beach Club Toronto Antigua, Caribbean

All Inclusive

Pool Terrace Room

Oct 01, 2022 (7 days)

Oct 01, 2022 (7 days) Pool Terrace Room

Get 74 Miles

was $2,615 Save 43%

$1,495PP

taxes & fees

Occidental Caribe Toronto Punta Cana, Dominican Republic

All Inclusive

Room

Nov 04, 2022 (6 days)

Nov 04, 2022 (6 days) Room

Get 51 Miles

was $1,769 Save 41%

$1,039PP

taxes & fees

Royalton Punta Cana Toronto Punta Cana, Dominican Republic

All Inclusive

Luxury Room

Sep 30, 2022 (7 days)

Sep 30, 2022 (7 days) Luxury Room

Get 55 Miles

was $1,575 Save 30%

$1,105PP

taxes & fees

Dhawa Cayo Santa Maria Toronto Cayo Santa Maria, Cuba

All Inclusive

Deluxe Room

Nov 06, 2022 (7 days)

Nov 06, 2022 (7 days) Deluxe Room

was $1,319 Save 24%

$999PP

taxes & fees

Trs Cap Cana Toronto Punta Cana, Dominican Republic

All Inclusive

Junior Suite Poolside Oceanview

Sep 30, 2022 (7 days)

Sep 30, 2022 (7 days) Junior Suite Poolside Oceanview

Get 63 Miles

was $1,675 Save 24%

$1,275PP

taxes & fees

Nh Collection Victoria La Habana

Toronto Havana, Cuba

Only Breakfast

Room

Oct 15, 2022 (7 days)

Oct 15, 2022 (7 days) Room

was $1,438 Save 24%

$1,088PP

taxes & fees

Sunscape Puerto Vallarta Resort And Spa Toronto Puerto Vallarta, Mexico

All Inclusive

Deluxe Partial Oceanview King

Oct 03, 2022 (7 days)

Oct 03, 2022 (7 days) Deluxe Partial Oceanview King

Get 61 Miles

was $1,535 Save 20%

$1,235PP

taxes & fees

Roc Varadero Toronto Varadero, Cuba

All Inclusive

Room

Nov 04, 2022 (10 days)

Nov 04, 2022 (10 days) Room

was $1,209 Save 17%

$999PP

taxes & fees

Hotel Villablanca Huatulco Toronto Huatulco, Mexico

Only Breakfast

Junior Suite

Dec 09, 2022 (7 days)

Dec 09, 2022 (7 days) Junior Suite

Book with Deposit

Get 62 Miles

was $1,502 Save 17%

$1,249PP

taxes & fees

Book with Deposit

Grand Aston Cayo Paredon Beach Resort Toronto Cayo Coco, Cuba

All Inclusive

Deluxe Gardenview Room

Dec 13, 2022 (7 days)

Dec 13, 2022 (7 days) Deluxe Gardenview Room

Book with Deposit

was $1,169 Save 15%

$999PP

taxes & fees

Book with Deposit

Citadines Bastille Marais

Toronto Paris, France

No Meals/Drinks

Studio Double Or Twin

Nov 10, 2022 (6 days)

Nov 10, 2022 (6 days) Studio Double Or Twin

Get 77 Miles

was $1,619

$1,549PP

taxes & fees

Orlando Vacation Homes

Toronto Orlando, Florida

No Meals/Drinks

3 Bedroom Suite

Nov 10, 2022 (8 days)

Nov 10, 2022 (8 days) 3 Bedroom Suite

Get 50 Miles

$1,005PP

taxes & fees

Red Carpet Inn Toronto Banff

No Meals/Drinks

Superior Room

Oct 29, 2022 (8 days)

Oct 29, 2022 (8 days) Superior Room

Get 50 Miles

$1,009PP

taxes & fees

Malaga Alameda Centro Affliated By Melia Toronto Malaga

No Meals/Drinks

Standard Double

Nov 03, 2022 (8 days)

Nov 03, 2022 (8 days) Standard Double

Get 75 Miles

was $2,919 Save 48%

$1,519PP

taxes & fees

Hotel Riu Plaza The Gresham Dublin Toronto Dublin, Ireland

Only Breakfast

Room Queen

Dec 02, 2022 (7 days)

Dec 02, 2022 (7 days) Room Queen

Book with Deposit

Get 59 Miles

was $1,969 Save 40%

$1,189PP

taxes & fees

Book with Deposit

Hcc Lugano Toronto Barcelona, Spain

Only Breakfast

Room

Oct 19, 2022 (7 days)

Oct 19, 2022 (7 days) Room

Get 78 Miles

was $1,699

$1,579PP

taxes & fees

H10 London Waterloo Toronto London, UK

Only Breakfast

Room

Dec 01, 2022 (6 days)

Dec 01, 2022 (6 days) Room

Book with Deposit

Get 76 Miles

was $1,559

$1,529PP

taxes & fees

Book with Deposit

Royal National Hotel Toronto London, UK

Only Breakfast

Room Twin

Dec 01, 2022 (6 days)

Dec 01, 2022 (6 days) Room Twin

Book with Deposit

Get 72 Miles

was $1,469

$1,449PP

taxes & fees

Book with Deposit

Tavistock Hotel Toronto London, UK

Only Breakfast

Room Twin

Dec 01, 2022 (6 days)

Dec 01, 2022 (6 days) Room Twin

Book with Deposit

Get 73 Miles

was $1,489

$1,469PP

taxes & fees

Book with Deposit

President Hotel Toronto London, UK

Only Breakfast

Room Double

Dec 01, 2022 (6 days)

Dec 01, 2022 (6 days) Room Double

Book with Deposit

Get 74 Miles

was $1,509

$1,489PP

taxes & fees

Book with Deposit

Mexico: Acapulco Cancun Los Cabos Puerto Vallarta Riviera Maya

Ocean Riviera Paradise

Toronto Riviera Maya

All Inclusive

Junior Suite

Nov 11, 2022 (6 days)

Nov 11, 2022 (6 days) Junior Suite

Get 51 Miles

was $1,759 Save 42%

$1,029PP

taxes & fees

Hm Playa Del Carmen Toronto Riviera Maya

Only Breakfast

Room

Oct 15, 2022 (7 days)

Oct 15, 2022 (7 days) Room

Get 50 Miles

was $1,545 Save 35%

$1,005PP

taxes & fees

Catalonia Riviera Maya And Yucatan Beach Toronto Riviera Maya

All Inclusive

Room Gardenview

Nov 09, 2022 (6 days)

Nov 09, 2022 (6 days) Room Gardenview

Get 52 Miles

was $1,569 Save 33%

$1,049PP

taxes & fees

The Yucatan Resort Playa Del Carmen

Toronto Riviera Maya

All Inclusive

Superior Room King

Oct 10, 2022 (7 days)

Oct 10, 2022 (7 days) Superior Room King

Get 62 Miles

was $1,649 Save 25%

$1,241PP

taxes & fees

Platinum Yucatan Princess All Suites And Spa Toronto Riviera Maya

All Inclusive

Deluxe Junior Suite

Oct 05, 2022 (7 days)

Oct 05, 2022 (7 days) Deluxe Junior Suite

Get 66 Miles

was $1,695 Save 21%

$1,335PP

taxes & fees

Iberostar Paraiso Beach Toronto Riviera Maya

All Inclusive

Room Near Pool

Oct 14, 2022 (7 days)

Oct 14, 2022 (7 days) Room Near Pool

Get 70 Miles

was $1,695 Save 17%

$1,415PP

taxes & fees

Hideaway At Royalton Riviera Cancun Toronto Riviera Maya

All Inclusive

Luxury Junior Suite

Oct 05, 2022 (7 days)

Oct 05, 2022 (7 days) Luxury Junior Suite

Get 73 Miles

was $1,755 Save 16%

$1,475PP

taxes & fees

Dreams Tulum Resort And Spa Toronto Riviera Maya

All Inclusive

Deal Of The Day Room

Oct 05, 2022 (7 days)

Oct 05, 2022 (7 days) Deal Of The Day Room

Get 77 Miles

was $1,825 Save 15%

$1,555PP

taxes & fees

The Fives Downtown Hotel Residences

Toronto Riviera Maya

No Meals/Drinks

Deluxe King

Dec 01, 2022 (6 days)

Dec 01, 2022 (6 days) Deluxe King

Book with Deposit

Get 59 Miles

was $1,397 Save 15%

$1,182PP

taxes & fees

Book with Deposit

Royalton Riviera Cancun Toronto Riviera Maya

All Inclusive

Luxury Suite Terrace Jacuzzi

Oct 05, 2022 (7 days)

Oct 05, 2022 (7 days) Luxury Suite Terrace Jacuzzi

Get 72 Miles

was $1,685 Save 14%

$1,445PP

taxes & fees

Catalonia Royal Tulum Beach And Spa

Toronto Riviera Maya

All Inclusive

Superior Room

Oct 17, 2022 (7 days)

Oct 17, 2022 (7 days) Superior Room

Get 72 Miles

was $1,665 Save 13%

$1,445PP

taxes & fees

Riu Playacar Toronto Riviera Maya

All Inclusive

Room

Oct 12, 2022 (7 days)

Oct 12, 2022 (7 days) Room

Get 66 Miles

was $1,525 Save 12%

$1,335PP

taxes & fees

Iberostar Quetzal Toronto Riviera Maya

All Inclusive

Double Room

Oct 11, 2022 (7 days)

Oct 11, 2022 (7 days) Double Room

Get 72 Miles

was $1,659 Save 12%

$1,459PP

taxes & fees

Ventus At Marina El Cid Spa And Beach Rst Toronto Riviera Maya

All Inclusive

Junior Suite

Oct 05, 2022 (7 days)

Oct 05, 2022 (7 days) Junior Suite

Get 71 Miles

was $1,505

$1,435PP

taxes & fees

Akumal Bay Beach And Wellness Resort Toronto Riviera Maya

All Inclusive

Junior Suite

Oct 01, 2022 (7 days)

Oct 01, 2022 (7 days) Junior Suite

Get 76 Miles

$1,529PP

taxes & fees

Cuba: Cayo Coco Cayo Largo Havana Holguin Varadero

Melia Jardines Del Rey Toronto Cayo Coco

All Inclusive

Classic Oceanview Room

Dec 11, 2022 (7 days)

Dec 11, 2022 (7 days) Classic Oceanview Room

Book with Deposit

was $1,909 Save 47%

$1,009PP

taxes & fees

Book with Deposit

Memories Caribe Beach Resort Toronto Cayo Coco

All Inclusive

Superior Room

Nov 20, 2022 (7 days)

Nov 20, 2022 (7 days) Superior Room

was $1,589 Save 37%

$999PP

taxes & fees

Starfish Cayo Guillermo

Toronto Cayo Coco

All Inclusive

Room Gardenview

Oct 08, 2022 (10 days)

Oct 08, 2022 (10 days) Room Gardenview

was $1,505 Save 33%

$1,005PP

taxes & fees

Gran Muthu Rainbow Cayo Guillermo

Toronto Cayo Coco

All Inclusive

Junior Suite

Oct 09, 2022 (7 days)

Oct 09, 2022 (7 days) Junior Suite

was $1,459 Save 32%

$999PP

taxes & fees

Pullman Cayo Coco

Toronto Cayo Coco

All Inclusive

Deluxe Gardenview Room

Nov 01, 2022 (7 days)

Nov 01, 2022 (7 days) Deluxe Gardenview Room

was $1,449 Save 30%

$1,019PP

taxes & fees

Tryp Cayo Coco

Toronto Cayo Coco

All Inclusive

Tryp Oceanview Room

Nov 25, 2022 (7 days)

Nov 25, 2022 (7 days) Tryp Oceanview Room

was $1,435 Save 30%

$1,005PP

taxes & fees

Grand Muthu Cayo Guillermo

Toronto Cayo Coco

All Inclusive

Room

Oct 21, 2022 (8 days)

Oct 21, 2022 (8 days) Room

was $1,425 Save 29%

$1,005PP

taxes & fees

Gran Muthu Imperial

Toronto Cayo Coco

All Inclusive

Room

Dec 13, 2022 (7 days)

Dec 13, 2022 (7 days) Room

Book with Deposit

was $1,409 Save 28%

$1,019PP

taxes & fees

Book with Deposit

Hotel Playa Paraiso Toronto Cayo Coco

All Inclusive

Suite

Nov 10, 2022 (7 days)

Nov 10, 2022 (7 days) Suite

was $1,375 Save 27%

$1,005PP

taxes & fees

Hotel Playa Coco

Toronto Cayo Coco

All Inclusive

Suite

Nov 10, 2022 (7 days)

Nov 10, 2022 (7 days) Suite

was $1,315 Save 24%

$1,005PP

taxes & fees

Hotel Camino Del Mar Toronto Cayo Coco

All Inclusive

Room

Dec 18, 2022 (7 days)

Dec 18, 2022 (7 days) Room

Book with Deposit

was $1,548 Save 21%

$1,228PP

taxes & fees

Book with Deposit

Hotel Mojito

Toronto Cayo Coco

All Inclusive

Room Kid Free

Oct 25, 2022 (9 days)

Oct 25, 2022 (9 days) Room Kid Free

was $1,245 Save 19%

$1,005PP

taxes & fees

Grand Aston Cayo Paredon Beach Resort Toronto Cayo Coco

All Inclusive

Deluxe Gardenview Room

Dec 13, 2022 (7 days)

Dec 13, 2022 (7 days) Deluxe Gardenview Room

Book with Deposit

was $1,169 Save 15%

$999PP

taxes & fees

Book with Deposit

Hotel Colonial Cayo Coco Toronto Cayo Coco

All Inclusive

Room

Nov 10, 2022 (8 days)

Nov 10, 2022 (8 days) Room

was $1,175 Save 14%

$1,005PP

taxes & fees

Iberostar Selection Playa Pilar

Toronto Cayo Coco

All Inclusive

Double Room

Dec 13, 2022 (7 days)

Dec 13, 2022 (7 days) Double Room

Book with Deposit

was $1,099

$999PP

taxes & fees

Book with Deposit

Dominican Republic: La Romana Puerto Plata Punta Cana Samana Santo Domingo

Grand Paradise Samana Toronto Samana

All Inclusive

Premium Junior Suite

Nov 05, 2022 (7 days)

Nov 05, 2022 (7 days) Premium Junior Suite

Get 50 Miles

was $1,807 Save 44%

$1,019PP

taxes & fees

Bahia Principe Grand La Romana Toronto La Romana

All Inclusive

Junior Suite Superior

Oct 03, 2022 (6 days)

Oct 03, 2022 (6 days) Junior Suite Superior

Get 49 Miles

was $1,749 Save 43%

$999PP

taxes & fees

Bahia Principe Luxury Bouganville Toronto La Romana

All Inclusive

Junior Suite Deluxe

Oct 03, 2022 (6 days)

Oct 03, 2022 (6 days) Junior Suite Deluxe

Get 53 Miles

was $1,809 Save 41%

$1,069PP

taxes & fees

Be Live Collection Canoa Adults Club Toronto La Romana

All Inclusive

Junior Suite

Oct 01, 2022 (7 days)

Oct 01, 2022 (7 days) Junior Suite

Get 54 Miles

was $1,855 Save 41%

$1,095PP

taxes & fees

Viva Wyndham V Samana

Toronto Samana

All Inclusive

V Room

Dec 14, 2022 (7 days)

Dec 14, 2022 (7 days) V Room

Book with Deposit

Get 56 Miles

was $1,629 Save 31%

$1,129PP

taxes & fees

Book with Deposit

Viva Wyndham Dominicus Beach

Toronto La Romana

All Inclusive

Superior Room

Oct 01, 2022 (7 days)

Oct 01, 2022 (7 days) Superior Room

Get 59 Miles

was $1,675 Save 29%

$1,189PP

taxes & fees

Bahia Principe Grand Cayacoa

Toronto Samana

All Inclusive

Standard Room

Nov 23, 2022 (7 days)

Nov 23, 2022 (7 days) Standard Room

Get 53 Miles

was $1,399 Save 24%

$1,069PP

taxes & fees

Bahia Principe Grand El Portillo

Toronto Samana

All Inclusive

Room

Nov 23, 2022 (7 days)

Nov 23, 2022 (7 days) Room

Get 58 Miles

was $1,509 Save 23%

$1,169PP

taxes & fees

Bahia Principe Luxury Samana Toronto Samana

All Inclusive

Superior Room No Balcony

Nov 28, 2022 (7 days)

Nov 28, 2022 (7 days) Superior Room No Balcony

Get 69 Miles

was $1,807 Save 23%

$1,389PP

taxes & fees

Be Live Collection Canoa Toronto La Romana

All Inclusive

Deluxe Room

Oct 18, 2022 (7 days)

Oct 18, 2022 (7 days) Deluxe Room

Get 53 Miles

was $1,369 Save 21%

$1,079PP

taxes & fees

Iberostar Selection Hacienda Dominicus

Toronto La Romana

All Inclusive

Room Gardenview

Sep 30, 2022 (7 days)

Sep 30, 2022 (7 days) Room Gardenview

Get 71 Miles

was $1,815 Save 21%

$1,425PP

taxes & fees

Catalonia Royal La Romana

Toronto La Romana

All Inclusive

Romance Deluxe

Sep 30, 2022 (7 days)

Sep 30, 2022 (7 days) Romance Deluxe

Get 73 Miles

was $1,865 Save 21%

$1,475PP

taxes & fees

Viva Wyndham Dominicus Palace Toronto La Romana

All Inclusive

Superior Room

Oct 15, 2022 (7 days)

Oct 15, 2022 (7 days) Superior Room

Get 58 Miles

was $1,465 Save 20%

$1,165PP

taxes & fees

Dreams Dominicus La Romana

Toronto La Romana

All Inclusive

Deluxe Suite Tropical View

Sep 30, 2022 (7 days)

Sep 30, 2022 (7 days) Deluxe Suite Tropical View

Get 75 Miles

was $1,815 Save 17%

$1,505PP

taxes & fees

Whala Bayahibe

Toronto La Romana

All Inclusive

Room

Oct 03, 2022 (7 days)

Oct 03, 2022 (7 days) Room

Get 50 Miles

was $1,105

$1,015PP

taxes & fees

Jamaica: Whitehouse Montego Bay Negril Ocho Rios Runaway Bay

Royal Decameron Montego Beach

Toronto Montego Bay

All Inclusive

Run Of The House

Oct 02, 2022 (7 days)

Oct 02, 2022 (7 days) Run Of The House

Get 50 Miles

was $2,039 Save 50%

$1,019PP

taxes & fees

Royal Decameron Cornwall Beach Toronto Montego Bay

All Inclusive

Room Oceanview

Oct 02, 2022 (7 days)

Oct 02, 2022 (7 days) Room Oceanview

Get 60 Miles

was $2,189 Save 45%

$1,209PP

taxes & fees

Seagarden Beach Resort

Toronto Montego Bay

All Inclusive

Room

Oct 02, 2022 (7 days)

Oct 02, 2022 (7 days) Room

Get 56 Miles

was $1,985 Save 43%

$1,135PP

taxes & fees

Holiday Inn Resort Montego Bay Toronto Montego Bay

All Inclusive

Room

Oct 02, 2022 (7 days)

Oct 02, 2022 (7 days) Room

Get 53 Miles

was $1,855 Save 43%

$1,065PP

taxes & fees

Iberostar Rose Hall Beach Toronto Montego Bay

All Inclusive

Double Room

Oct 02, 2022 (7 days)

Oct 02, 2022 (7 days) Double Room

Get 74 Miles

was $2,189 Save 32%

$1,489PP

taxes & fees

Ocean Coral Spring

Toronto Montego Bay

All Inclusive

Junior Suite Gardenview

Sep 30, 2022 (7 days)

Sep 30, 2022 (7 days) Junior Suite Gardenview

Get 65 Miles

was $1,805 Save 28%

$1,305PP

taxes & fees

Grand Palladium Lady Hamilton Resort And Spa

Toronto Montego Bay

All Inclusive

Junior Suite Gardenview

Sep 30, 2022 (7 days)

Sep 30, 2022 (7 days) Junior Suite Gardenview

Get 71 Miles

was $1,945 Save 27%

$1,425PP

taxes & fees

Deja Resort Toronto Montego Bay

All Inclusive

Room

Sep 30, 2022 (7 days)

Sep 30, 2022 (7 days) Room

Get 50 Miles

was $1,315 Save 24%

$1,005PP

taxes & fees

Royalton White Sands Toronto Montego Bay

All Inclusive

Fall Vacations from Toronto