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
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Thomas (STT)
7/10 Good! (1,393 reviews)
Convenient location.

Reviewed on Jul. 11, 2025

The Saint Resort

The Saint Resort

3 out of 5
Save 100% on your flight
per person
Sep 13 - Sep 20
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
10/10 Exceptional! (3 reviews)
Great place to stay for vacation! Friendly staff, good food at the restaurant and great vibes! Very beautiful property.

Reviewed on Jul. 10, 2025

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Save 100% on your flight
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Thomas (STT)
8.2/10 Very Good! (2,055 reviews)
Had a great time definitely will come back

Reviewed on Jul. 12, 2025

At Home in the Tropics

At Home in the Tropics

3 out of 5
Save 100% on your flight
per person
Sep 13 - Sep 19
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (145 reviews)
The place it’s beautiful. Close to everything and you can walk everywhere. The stairs are a workout, but necessary to stay in shape😂. Mark was superb, courteous and helpful. I recommend “At Home In the Tropics” for a quite, walkable, clean and friendly place to stay in St. Thomas!

Reviewed on Jun. 22, 2025

Hotel 1829

Hotel 1829

2.5 out of 5
Save 100% on your flight
per person
Sep 13 - Sep 19
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9/10 Wonderful! (2 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

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
The price is CA $447 per night from Aug 10 to Aug 11
CA $447
CA $616 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"This was my first time visiting the island of St. Thomas and I enjoyed my stay at the Westin. The rooms were comfortable and the staff were very helpful and friendly. I would visit the island and this property again in the future."

Reviewed on Jul. 10, 2025

The Westin St. Thomas Beach Resort & Spa
Margaritaville Vacation Club - St. Thomas
Margaritaville Vacation Club - St. Thomas
4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is CA $527 per night from Jul 13 to Jul 14
CA $527
CA $593 total
Jul 13 - Jul 14
includes taxes & fees
8/10 Very Good! (2,096 reviews)
"It was clean and had lots stairs! But also a shuttle so you don’t die. Rooms were large and clean! Only wish the coffee option was better in the “town center”, also wish room service was available."

Reviewed on Jul. 8, 2025

Margaritaville Vacation Club - St. Thomas
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 $220 per night from Jul 13 to Jul 14
CA $220
CA $270 total
Jul 13 - Jul 14
includes taxes & fees
6.8/10 (1,388 reviews)
Convenient.
"Perfect spot to stay during carnival."

Reviewed on Jul. 8, 2025

Windward Passage Hotel
See all 3,749 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

4.5/5(5 reviews)

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

Sapphire Beach
Magens Bay featuring a sandy beach

Magens Bay Beach

5/5(8 reviews)

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

5/5(5 reviews)

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

Saint Thomas: Coral World Ocean Park Ticket

Saint Thomas: Coral World Ocean Park Ticket

CA $40
per adult
80% of travellers recommend
Saint Thomas: Coral World Ocean Park Ticket
The Cat's Sunset Sail

Sunset Sail with Cocktails and Appetizers

CA $130
per adult
96% of travellers recommend
Sunset Sail with Cocktails and Appetizers
Turtle Cove Catamaran Snorkel & Sail Adventure at Little Buck Island St. Thomas

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island

CA $163
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 $998. 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.