Skytop Vacation Packages

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  • Better together

    Save up to CA $1,096 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.
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
Price was CA $2,508, price is now CA $1,860 per person
CA $1,860
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8.8/10 Excellent! (136 reviews)
Great hotel friendly places

Reviewed on Apr 1, 2026

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was CA $3,626, price is now CA $2,564 per person
CA $2,564
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8/10 Very Good! (2,395 reviews)
The whole experience was a blessing!

Reviewed on Mar 30, 2026

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was CA $4,215, price is now CA $3,002 per person
CA $3,002
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8.2/10 Very Good! (210 reviews)
Wyndham is a timeshare complex. Beware of the sales pitch you will be presented with at check in. There is no breakfast offerings at the restaurant. The restaurant is not affiliated with the Wyndham and the service is very lacking. What is really nice about the stay is the staff. They are very amenable to your needs. The resort is also very quiet and you can always find a beach chair.

Reviewed on Mar 24, 2026

Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
Price was CA $4,996, price is now CA $3,623 per person
CA $3,623
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (152 reviews)
Great location with great views!

Reviewed on Apr 1, 2026

Villa Island Paradise

Villa Island Paradise

4 out of 5
Price was CA $4,057, price is now CA $3,051 per person
CA $3,051
per person
Jun 21 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Thomas (STT)
9.4/10 Exceptional! (18 reviews)
Property was beautiful and loved the location. We were able to walk to a grocery store and restaurants. View was amazing and the decor was very boho. Loved it!

Reviewed on Mar 8, 2026

Where to stay in Skytop

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

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 $321 per night from Apr 15 to Apr 16
CA $321
CA $432 total
Apr 15 - Apr 16
includes taxes & fees
9/10 Wonderful! (198 reviews)
Great hotel friendly places

Reviewed on Apr 1, 2026

Bluebeard's Castle Resort
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
8/10 Very Good! (2,378 reviews)
The whole experience was a blessing!

Reviewed on Mar 30, 2026

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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 St. Thomas St. Thomas
The price is CA $1,006 per night from May 3 to May 4
CA $1,006
CA $1,261 total
May 3 - May 4
includes taxes & fees
8.4/10 Very Good! (1,153 reviews)
Everything was nice. A few misses overall with a couple daily cleaning of room that never happened as well as a couple food mishaps but overall very good.

Reviewed on Mar 31, 2026

The Westin St. Thomas Beach Resort & Spa
See all 3,732 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 $1,860. 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.