Skytop Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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Top Holiday Package Deals in Skytop

Price found within the past 48 hours. Click for updated prices.
Shibui Cove

Shibui Cove

2 out of 5
Price was CA $2,060, price is now CA $1,558 per person
CA $1,558
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Thomas (STT)
7.6/10 Good! (7 reviews)
I like this hotel location , design of hotel, view from window, and comfortable inside. Some other near pool women destroyed my car of scratches because do not like when I parked near their car. However, very quant and clean hotel. Only what I did not like : no people for help in hotel , all was online .

Reviewed on Oct 10, 2026

Villa Island Paradise

Villa Island Paradise

4 out of 5
Price was CA $3,817, price is now CA $2,234 per person
CA $2,234
per person
Dec 10 - Dec 17
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to St. Thomas (STT)
9.6/10 Exceptional! (41 reviews)
View was amazing . Unit itself was very unique

Reviewed on Sep 13, 2026

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
Price was CA $2,590, price is now CA $1,778 per person
CA $1,778
per person
Dec 10 - Dec 17
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to St. Thomas (STT)
9/10 Wonderful! (912 reviews)
The room was nice with an excellent view. The breakfast and dinner menus were excellent and very tasty

Reviewed on Nov 7, 2026

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was CA $3,670, price is now CA $2,659 per person
CA $2,659
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Thomas (STT)
8/10 Very good! (2,461 reviews)
This place is great. The downside is the needs to be other eating options on campus.

Reviewed on Nov 6, 2026

Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was CA $3,582, price is now CA $2,685 per person
CA $2,685
per person
Dec 24 - Dec 29
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
7.8/10 Good! (206 reviews)
Overall peaceful stay

Reviewed on Oct 22, 2026

Where to stay in Skytop

Find the best Skytop areas and neighborhoods for the activities you enjoy most. Learn more about Skytop
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.

Find hotels in Maho Bay Quarter

Skytop Hotel Deals

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is CA $286 per night from Nov 8 to Nov 9
CA $286
CA $354 total
Nov 8 - Nov 9
includes taxes & fees
9/10 Wonderful! (956 reviews)
"The room was nice with an excellent view. The breakfast and dinner menus were excellent and very tasty"

Reviewed on Nov 7, 2026

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

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
The price is CA $538 per night from Nov 30 to Dec 1
CA $538
CA $725 total
Nov 30 - Dec 1
includes taxes & fees
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 $554 per night from Nov 8 to Nov 9
CA $554
CA $623 total
Nov 8 - Nov 9
includes taxes & fees
8/10 Very good! (2,453 reviews)
"This place is great. The downside is the needs to be other eating options on campus."

Reviewed on Nov 6, 2026

Margaritaville Vacation Club - St. Thomas
See all 3,992 properties in Skytop
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.
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Frequently asked questions

How much does a Skytop vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Skytop from just CA $1,558. And the more you bundle, the more money you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Skytop?
You'll save loads of cash if you bundle your flights, car rentals and hotels into a Skytop vacation package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 air carriers and 1,000,000 hotels worldwide, which means you'll always have plenty of variety to choose from. Like to save even more? Add some exciting activities to your package deal and unlock even more discounts! After all, travel is about more than simply getting to your destination.
What are the top hotels in Skytop?
Lock in a room at Pool - National Park Views - Next The Sieben Hiking Trail. It's one of this neighborhood's most in-demand properties. Another highly rated option in Skytop is Villa Hermosa A Beautiful St. John Villa.
How far in advance should I book my Skytop vacation?
It's difficult to pick the ideal time for airfares, but we usually say the earlier, the better. Many international flights on Expedia become available up to a year in advance. If you're booking late, don't despair. Budget prices occasionally appear within a few weeks of departure dates.
What does an Expedia Skytop travel package include?
With Expedia, you can choose a combination of flights, car rentals and hotels to build your perfect Skytop package. Once you've made your booking, you can add on fun stuff like tours and activities. Don't forget — the more you bundle, the more dollars you'll save!
What should I know before booking a Skytop travel package?
So many places to go, so many things to see and do. With a package, you'll be able to cross more of them off your list. Bundle your flights, hotels and rental cars and score big savings.
Can I choose my airline with a Skytop Expedia vacation package?
Yes, you can. We have more than 550 partner airlines globally, so pick the carrier that best fits your budget and traveling style.
If I'm not able to travel, can I cancel my Skytop vacation package?
If your vacation plans in Skytop have been upended, it's comforting to know that you can cancel or amend your booking. If you made your booking less than 24 hours ago, you may be eligible for a refund. If your booking is older than that, your airline, hotel or car rental company may impose a fee. For more details, visit our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.