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.
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

CA $2,534
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
7.8/10 Good! (205 reviews)
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

Save 100% on your flight
CA $3,412
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to St. Thomas (STT)
8/10 Very good! (2,481 reviews)
Staff was excellent. Great customer service good hospitality views were beautiful

Reviewed on Oct 12, 2026

Villa Island Paradise

Villa Island Paradise

Save 100% on your flight
CA $4,904
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.6/10 Exceptional! (41 reviews)
View was amazing . Unit itself was very unique

Reviewed on Sep 13, 2026

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

CA $4,536
per person
Dec 28 - Jan 4
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
8.2/10 Very good! (241 reviews)
Room was not there when we arrived even though we arrived 5 hours after our check in time so we had to wait another hour. They do not clean the room if you dont stay more than 8 days. The deal breaker is charging 2x for fees they did not state on their booking info and not responding to the messages i have sent them.

Reviewed on Oct 10, 2026

The Hideaway Hull Bay

The Hideaway Hull Bay

CA $3,584
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.6/10 Exceptional! (71 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
A beach with turquoise water, people swimming, and a mountain in the background.

Maho Bay Quarter

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

A coastal town with a marina, lush greenery, and a sunset over the ocean.

Contant Farms

If you're spending some time in Contant Farms, Great Cruz Bay and Turner Bay are top sights worth seeing.

A coastal landscape with lush green hills, a bay with boats, and scattered buildings.

Upper Carolina

While visiting Upper Carolina, you might make a stop by sights like Virgin Islands National Park and Ajax Peak.

A turquoise sea, a white sandy beach, and lush green hills.

Lower Carolina

If you're looking for some top things to see and do in Lower Carolina and surrounding area, you can visit Virgin Islands National Park and Maho Beach.

A coastal town with a marina, lush greenery, and a sunset over the ocean.

Rendezvous & Ditleff

While visiting Rendezvous & Ditleff, you might make a stop by sights like Rendezvous Bay and Klein Bay.

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St. Thomas and St. John Hotel Deals

Bluebeard's Castle Resort

Bluebeard's Castle Resort

1331 Estate Taarneberg Charlotte Amalie Saint Thomas
CA $264
CA $326 total
Nov 12 - Nov 13
includes taxes & fees
9/10 Wonderful! (896 reviews)
"Little well kept secret !"

Reviewed on Oct 13, 2026

Bluebeard's Castle Resort
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas
Fully refundableReserve now, pay when you stay
CA $414
CA $585 total
Oct 15 - Oct 16
includes taxes & fees
8.6/10 Excellent! (1,543 reviews)
"LOVED IT!"

Reviewed on Oct 13, 2026

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

Margaritaville Vacation Club - St. Thomas

6080 Estate Smith Bay St. Thomas
8/10 Very good! (2,486 reviews)
"Staff was excellent. Great customer service good hospitality views were beautiful"

Reviewed on Oct 12, 2026

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Margaritaville Vacation Club - St. Thomas
See all 3,961 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.

Stay near popular St. Thomas and St. John attractions

A beach with clear turquoise water, a large tree, and a distant hill with buildings.

Sapphire Beach

9.0/10 (1,479 reviews)
Enjoy sunbathing, swimming and fun-filled watersports at this peaceful arched bay.
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A coastal landscape with turquoise waters, a small island with buildings, and a clear sky.

Magens Bay Beach

9.4/10 (1,559 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.
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A beach with blue lounge chairs and a palm tree.
Photo by Waterlogged Travels

Bolongo Bay

8.2/10 (352 reviews)
Commune with nature and explore the great outdoors at Bolongo Bay during your travels in St. Thomas. Wander the beautiful beaches in this relaxing area.
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A tropical beach with clear turquoise waters, lush greenery, and distant mountains.

Trunk Bay

9.6/10 (1,107 reviews)
Backed by palms, this stretch of sparkling white sand is regularly ranked as one of the most beautiful beaches in the world.
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A coastal town with buildings, a harbor filled with boats, and a mountainous backdrop.

Cruz Bay Beach

8.8/10 (51 reviews)
Why not spend a lazy afternoon at Cruz Bay Beach during your trip to St. John? Amble around the area's beautiful beaches or seek out the snorkeling spots.
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A beach with clear turquoise water, people swimming and sunbathing, and a hill with greenery in the background.

Coki Point Beach

8.6/10 (1,606 reviews)
Ample facilities and warm hospitality combine to make this one of the most appealing beaches on the island.
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A beach with clear turquoise water, people swimming, and a forested hill in the background.

Cinnamon Bay Beach

9.4/10 (472 reviews)
See interesting fish and coral as you snorkel in the pristine waters off this beautiful bay, which is also home to plantation ruins that shed light on St. John’s past.
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A beach with turquoise water, people swimming and sunbathing, and a hill with dense vegetation in the background.

Maho Beach

9.6/10 (567 reviews)
Not just an idyllic spot for swimmers and sunbathers, this picturesque bay is also popular with a raft of colorful marine creatures.
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What to do in St. Thomas and St. John

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

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

CA $111
per adult
96% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Sunset Sail with Cocktails and Appetizers

Sunset Sail with Cocktails and Appetizers

CA $133
per adult
98% of travellers recommend
Sunset Sail with Cocktails and Appetizers
Champagne Sunset Sail from Margaritaville

Champagne Sunset Sail from Margaritaville

CA $154
per adult
94% of travellers recommend
Champagne Sunset Sail from Margaritaville
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 $2,534. 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.