Skytop Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Where to stay in Skytop

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

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

Top hotels in Skytop

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 S$516 per night from 7 Sept to 8 Sept
S$516
7 Sept - 8 Sept
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"This property was very accommodating, cleanly, helpful and the staff was extremely pleasant."

Reviewed on 6 Aug, 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 S$375 per night from 11 Aug to 12 Aug
S$375
11 Aug - 12 Aug
includes taxes & fees
8/10 Very Good! (2,162 reviews)
"Property was great! The beach was closed because of a Sargassum seaweed outbreak, this happened after booking and they were not cleaning up so very bad smell when outside around the lobby, main pool and restaurant. Also no tv service was working while there the entire week. Understand things happen ..."

Reviewed on 5 Aug, 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
7/10 Good! (1,366 reviews)
"Everything was great for me Will be back soon"

Reviewed on 6 Aug, 2025

Get rates
Windward Passage Hotel
See all 3,766 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.

Frequently asked questions

How much does a Skytop holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Skytop from just . 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 holiday 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 neighbourhood'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 holiday?
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 holiday package?
Yes, you can. We have more than 550 partner airlines globally, so pick the carrier that best fits your budget and travelling style.
If I'm not able to travel, can I cancel my Skytop holiday package?
If your holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.