Skytop Vacations from $1,300
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The Latest Skytop Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Saint Resort
$1,632
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
9.2/10 Wonderful! (48 reviews)
Beautiful property. I could spend a while vacation there and not have to leave the resort. Hot tubs, pools, gym and lots more. Beautiful views.
Reviewed on Sep 22, 2026
Calichi at Picture Point
$3,808
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Thomas (STT)
9.8/10 Exceptional! (84 reviews)
We stayed in Papaya. The view was amazing. The buildings were modern and looked well cared for. The room was clean and felt luxurious yet simple. We had an amazing time! I would definitely recommend and my wife is trying to find a way to trick me into taking her back.
Reviewed on Sep 22, 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
$203 nightly
$228 total
Oct 29 - Oct 30
Total with taxes and fees
9/10 Wonderful! (865 reviews)
"Nice place"
Reviewed on Sep 29, 2026
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
$336 nightly
$378 total
Oct 15 - Oct 16
Total with taxes and fees
8.6/10 Excellent! (1,514 reviews)
"I pretty much loved everything. I do think they should handle Italian buffet differently such as different stations rather than one long line that truly took close to forever to wait through."
Reviewed on Sep 29, 2026
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
8/10 Very Good! (2,483 reviews)
"We loved our stay at margaritaville! Staff was helpful and kind and it was a great experience."
Reviewed on Sep 29, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.