St. Thomas and St. John Vacation Packages

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Top St. Thomas and St. John Vacation Deals

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

Windward Passage Hotel

3.5 out of 5
Price was CA $2,481, price is now CA $1,676 per person
CA $1,676
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
7/10 Good! (1,385 reviews)
Very convenient area to stay.

Reviewed on Aug. 21, 2025

Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was CA $2,686, price is now CA $1,857 per person
CA $1,857
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
7.8/10 Good! (161 reviews)
Really enjoyed my stay close to ferry and all staff was so polite and gave great recommendations to dining and places to visit . Even though hurricane Erin made an appearance the staff was very assuring. I felt safe . All the staff at front desk was great wish I could remember all there names but I do remember Khadijah, I would definitely stay there again !!!!

Reviewed on Aug. 21, 2025

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was CA $3,140, price is now CA $2,196 per person
CA $2,196
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8.2/10 Very Good! (194 reviews)
Room very cute and accommodating. Me and my husband brought our 21 yr old daughter and it was nice that our king size bed was in the loft area so our daughter had the downstairs area with the pull out sofa and balcony to give her space as well. The only negative of the room was the carpet had a couple of stains that should have been treated/cleaned.

Reviewed on Aug. 18, 2025

At Home in the Tropics

At Home in the Tropics

3 out of 5
Price was CA $2,788, price is now CA $2,029 per person
CA $2,029
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (148 reviews)
The property managers made me feel very welcomed and this property stays locked so me and my girlfriend felt very safe the entire trip. Planning on saving more money and will come back to visit asap. Would recommend to anyone and everyone visiting st Thomas

Reviewed on Jul. 21, 2025

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

4.5 out of 5
Price was CA $5,108, price is now CA $3,781 per person
CA $3,781
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to St. Thomas (STT)
9.2/10 Wonderful! (33 reviews)

Where to stay in St. Thomas and St. John

Find the best St. Thomas and St. John areas and neighborhoods for the activities you enjoy most. Learn more about St. Thomas and St. John
Cinnamon Bay showing forest scenes

Maho Bay Quarter

If you're spending some time in Maho Bay Quarter, Maho Beach and Cinnamon Bay Beach are top sights worth seeing.

Find hotels in Maho Bay Quarter

Ready to book your vacation to St. Thomas and St. John?

 

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St. Thomas and St. John Hotel Deals

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is CA $360 per night from Aug 25 to Aug 26
CA $360
CA $405 total
Aug 25 - Aug 26
includes taxes & fees
8/10 Very Good! (2,189 reviews)
"The resort itself was super clean, the pools were fantastic, and staff were extremely helpful and friendly. The main issue was the beach. They advertise this beautiful beach at the resort, but it is small and it was closed because it was covered with seaweed. According to the locals we spoke with, ..."

Reviewed on Aug. 20, 2025

Margaritaville Vacation Club - St. Thomas
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
The price is CA $393 per night from Sep 23 to Sep 24
CA $393
CA $556 total
Sep 23 - Sep 24
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
"Everything was amazing at the hotel especially the staff."

Reviewed on Aug. 22, 2025

The Westin St. Thomas Beach Resort & Spa
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Veterans Drive Charlotte Amali, Po Box 640, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from Aug 25 to Aug 26
CA $233
CA $286 total
Aug 25 - Aug 26
includes taxes & fees
7/10 Good! (1,375 reviews)
Emergency Use Very Accomodating
"Our flight got cancelled at Airport and Windward Passage was there to save the day. Rooms were simple, yet clean. Staff was very caring and although the neighborhood was decent, the property was helpful."

Reviewed on Aug. 18, 2025

Windward Passage Hotel
See all 3,774 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in St. Thomas and St. John

Sapphire Beach which includes a sandy beach and tropical scenes

Sapphire Beach

Enjoy sunbathing, swimming and fun-filled watersports at this peaceful arched bay.

Sapphire Beach
Magens Bay featuring a sandy beach

Magens Bay Beach

Appreciate the excellent views of hilly forests as you meander along a scenic trail on your way to this haven of white sand and inviting water.

Magens Bay Beach
Trunk Bay which includes island views

Trunk Bay

Backed by palms, this stretch of sparkling white sand is regularly ranked as one of the most beautiful beaches in the world.

Trunk Bay

What to do in St. Thomas and St. John

The Cat's Sunset Sail

Sunset Sail with Cocktails and Appetizers

CA $131
per adult
96% 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 $95
per adult
96% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Turtle Cove Catamaran Snorkel & Sail Adventure at Little Buck Island St. Thomas

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island

CA $164
per adult
94% of travellers recommend
Turtle Cove Catamaran Snorkel and Sail at Little Buck Island
See all activities in St. Thomas and St. John

Frequently asked questions

How much does a St. Thomas and St. John vacation package cost?
From as little as CA $1,676. Yes, you read that right. Our St. Thomas and St. John packages are an awesome way to make your dollars go much further. Bundle your hotels, flights and rental car and explore this popular destination.
How do I get a cheap travel package to St. Thomas and St. John?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we've got them all. Select the combination that suits you and watch your savings pile up. We know a package deal is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 hotels globally, which lets you customize your St. Thomas and St. John adventure.
Where should I stay in St. Thomas and St. John?
It's hard to go past Charlotte Amalie, with great landmarks such as Blackbeards Castle and Fort Christian to discover. Or, if sights like Trunk Bay and Annaberg Plantation are more your scene, St. John is the place to head.
What are the top hotels in St. Thomas and St. John?
For properties in St. John with friendly service and comfy beds, look up Windward Passage Hotel and Margaritaville Vacation Club by Wyndham - St. Thomas. If you plan to visit Nazareth as well, you can look forward to a wonderful night's sleep at Hilltop Villas At Bluebeard's Castle By Capital Vacations or Bunker Hill Hotel.
How far in advance should I book my St. Thomas and St. John vacation?
Reserving your flights early with Expedia means one less thing to have to worry about. Many air carriers advertise prices up to 12 months in advance. This is often the cheapest time to book. If circumstances have left you booking late, discount flights to St. Thomas and St. John occasionally appear just a few weeks before departure.
What does an Expedia St. Thomas and St. John travel package include?
From hotels and airfares to car rentals, Expedia can help you create a St. Thomas and St. John package that's ideal for you. Vacationing for a few weeks? Consider a rental car, flight and hotel bundle. If you're taking a short break, a flight and hotel deal could suit you better. Activities can also be added once you've made your booking. Our travel packages make it a breeze to save and plan.
What should I know before booking a St. Thomas and St. John travel package?
Bundling your bookings into a St. Thomas and St. John vacation package is the most convenient way to organize your trip. Not only that, you'll save when you combine your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a St. Thomas and St. John Expedia vacation package?
Yes, and with more than 550 airlines to pick from globally, you've got lots of choice. Look through the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my St. Thomas and St. John vacation package?
You sure can, and we're here to help. You may be able to change or cancel your St. Thomas and St. John vacation package for free within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your travel plans unexpectedly change, visit our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.