Skytop Vacation Packages
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Top Holiday Package Deals in Skytop
Price found within the past 48 hours. Click for updated prices.
Margaritaville Vacation Club - St. Thomas
CA $1,880
per person
Oct 24 - Oct 31
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8/10 Very good! (2,522 reviews)
The hotel staff was so friendly, but the smell of the sargassum was almost unbearable in certain areas. They closed the restaurants early most evenings and shut the pool bar down for 3 of the 6 days we were there. For sure a resort that isn’t catered to “off season” travelers as much as they would be during peak times. Also no beach on the property.
Reviewed on Sep 18, 2026
At Home in the Tropics
CA $1,976
per person
Nov 2 - Nov 9
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (184 reviews)
Excellent place to stay on Saint Thomas. The owners are very responsive, friendly, and accommodating. Clean and spacious rooms a short walk from downtown Charlotte Amalie. This is a small, locally owned "hotel" that has an intimate, relaxed vibe. Easy access and parking.
Reviewed on Aug 3, 2026
Crystal Cove Beachfront Pool Tennis
CA $3,723
per person
Nov 7 - Nov 13
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
8/10 Very good! (21 reviews)
The property is right on the beach
Beautiful water/sand
The beach itself had lots of sargassum which was not regularly removed
Did not have service on beach
Instead have to go and order at bar
Also no table service , which I found irksome
You order food at bar and bartender places order and then brings you a paper bag with your food .hmmm.
The condo itself was huge amazing
Had a washer/dryer which was really nice
Excellent easy instructions for checking in
Reviewed on Sep 11, 2026
The Mary Anne Boutique Hotel USVI
CA $2,438
per person
Nov 2 - Nov 9
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
10/10 Exceptional! (29 reviews)
So friendly.. GREAT location (really close to town)
If you are looking for an alternative to the big resorts, this is it.
Reviewed on Sep 13, 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
If you're spending some time in Maho Bay Quarter, Maho Beach and Cinnamon Bay Beach are top sights worth seeing.
Contant Farms
If you're spending some time in Contant Farms, Great Cruz Bay and Turner Bay are top sights worth seeing.
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.
Upper Carolina
While visiting Upper Carolina, you might make a stop by sights like Virgin Islands National Park and Ajax Peak.
Rendezvous & Ditleff
While visiting Rendezvous & Ditleff, you might make a stop by sights like Rendezvous Bay and Klein Bay.
Skytop Hotel Deals
Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
CA $258
CA $319 total
Oct 18 - Oct 19
includes taxes & fees
9/10 Wonderful! (846 reviews)
"Great property, a little stingy with the complimentary coffee but a great bar to hang at and great food. The staff was excellent."
Reviewed on Sep 19, 2026
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
CA $367
CA $528 total
Oct 4 - Oct 5
includes taxes & fees
8.4/10 Very good! (1,491 reviews)
"Very nice property great location. Staff was very attentive and friendly"
Reviewed on Sep 19, 2026
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
8/10 Very good! (2,513 reviews)
"The hotel staff was so friendly, but the smell of the sargassum was almost unbearable in certain areas. They closed the restaurants early most evenings and shut the pool bar down for 3 of the 6 days we were there. For sure a resort that isn’t catered to “off season” travelers as much as they would ..."
Reviewed on Sep 18, 2026
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 vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Skytop from just CA $1,880. 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.