St. Thomas and St. John Cheap Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Flight and Cheap hotel deals in St. Thomas and St. John

Price found within the past 48 hours. Click for updated prices.
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

CA $1,494
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Thomas (STT)
8.4/10 Very good! (1,424 reviews)
The place was beautiful however the room smelled like a locker room and wasn’t up to par. Also watch out for the extra hidden fees

Reviewed on Sep 2, 2026

Secret Harbour Beach Resort

Secret Harbour Beach Resort

CA $4,013
per person
Nov 3 - Nov 9
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
9/10 Wonderful! (1,008 reviews)
Did not not like being photographed by drones

Reviewed on Sep 1, 2026

The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas

CA $4,520
per person
Nov 3 - Nov 9
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
8.4/10 Very good! (490 reviews)
Don't see what you're looking for?
See all available trips from Columbus to St. Thomas and St. John
View all trips

5* Cheap holidays in St. Thomas and St. John

Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas

CA $4,520
per person
Nov 3 - Nov 9
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
8.4/10 Very good! (490 reviews)
Don't see what you're looking for?
See all available trips from Columbus to St. Thomas and St. John
View all trips

3 Night Cheap holidays in St. Thomas and St. John

Price found within the past 48 hours. Click for updated prices.
Secret Harbour Beach Resort

Secret Harbour Beach Resort

CA $1,906
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to St. Thomas (STT)
9/10 Wonderful! (1,008 reviews)
Did not not like being photographed by drones

Reviewed on Sep 1, 2026

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

CA $2,083
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to St. Thomas (STT)
8.4/10 Very good! (1,424 reviews)
The place was beautiful however the room smelled like a locker room and wasn’t up to par. Also watch out for the extra hidden fees

Reviewed on Sep 2, 2026

The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas

CA $2,311
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to St. Thomas (STT)
8.4/10 Very good! (490 reviews)
Don't see what you're looking for?
See all available trips from Columbus to St. Thomas and St. John
View all trips

4 Night Cheap holidays in St. Thomas and St. John

Price found within the past 48 hours. Click for updated prices.
Starz Hotel

Starz Hotel

CA $1,437
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
6.6/10 (629 reviews)
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

CA $1,496
per person
Oct 26 - Oct 30
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
8.4/10 Very good! (1,424 reviews)
The place was beautiful however the room smelled like a locker room and wasn’t up to par. Also watch out for the extra hidden fees

Reviewed on Sep 2, 2026

Windward Passage Hotel

Windward Passage Hotel

CA $1,568
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
7.2/10 Good! (1,491 reviews)
The bathroom was not cleaned properly.

Reviewed on Sep 2, 2026

Don't see what you're looking for?
See all available trips from Columbus to St. Thomas and St. John
View all trips

Cheap Hotels in St. Thomas and St. John

Bunker Hill Hotel

Bunker Hill Hotel

2307 Commandant Gade St. Thomas
  • 12 min drive from Sapphire Beach
Stay at this hotel in St. Thomas. Enjoy free WiFi, daily housekeeping, and cable TV channels. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.2/10 Very good! (1,092 reviews)
"This is an incredible place to stay! The rooms are big and spacious. A small pool is so cute and nice. It being attached to a restaurant is amazing. But even more so the breakfast is absolutely incredible. Location to downtown shops is amazing as well."

Reviewed on Sep 2, 2026

Bunker Hill Hotel
See all 3,923 properties in St. Thomas and St. John
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Things to do

Sunset Sail with Cocktails and Appetizers

Sunset Sail with Cocktails and Appetizers

CA $131
per adult
98% of travellers recommend
Sunset Sail with Cocktails and Appetizers
Night Kayak Tour St. Thomas - Westin Frenchman's Reef

Night Kayak Tour St. Thomas - Westin Frenchman's Reef

CA $109
per adult
96% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Snorkel Cat All Inclusive Adventure - 9:45 am

Snorkel Cat All Inclusive Adventure

CA $208
per adult
94% of travellers recommend
Snorkel Cat All Inclusive Adventure
See all activities in St. Thomas and St. John

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.