Upper Carolina Vacation Packages
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Top Holiday Package Deals in Upper Carolina
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 21 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 5 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 22 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 5 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 Upper Carolina
Find the best Upper Carolina areas and neighborhoods for the activities you enjoy most. Learn more about Upper Carolina
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.
Rendezvous & Ditleff
While visiting Rendezvous & Ditleff, you might make a stop by sights like Rendezvous Bay and Klein Bay.
Estate Saunders Gut
Estate Saunders Gut might not have many top sights, but Johnson Bay and Bordeaux Mountain are two attractions nearby that you can check out.
Upper Carolina 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 an Upper Carolina vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Upper Carolina from just CA $1,880. And the more you bundle, the more money you save. Your dream vacation has never been more affordable.
How do I get a cheap travel package to Upper Carolina?
Bundle your hotels and flights with Expedia to save on your next getaway. With more than 550 partner airlines and 1,000,000 hotel options across the world, your Upper Carolina vacation package can be customized exactly to suit your budget. With all that extra money, why not add one or two interesting experiences and tours? It's an easy way to unlock even more savings. That dream vacation to Upper Carolina is closer than you thought!
Where should I stay in Upper Carolina?
Upper Carolina is home to a number of interesting places to discover, like Ajax Peak. Lock in a hotel close by and make sightseeing a breeze.
What are the top hotels in Upper Carolina?
Book a room at Magical Mystic Ridge, 10 Min To North Shore Beachs. It's one of the neighborhood's most popular hotels. Another highly rated option in Upper Carolina is Endless Views From This Perfect Pool Villa Just Minutes From Maho Bay.
How far in advance should I book my Upper Carolina vacation?
Reserving your spot early with Expedia means one less thing to worry about. Most carriers advertise prices up to 12 months prior to take off. This is generally the cheapest time to book. If circumstances have left you booking late, discount tickets to Upper Carolina sometimes occur just a few weeks before departure.
What does an Expedia Upper Carolina travel package include?
Expedia has everything you need to lock in Upper Carolina trip, but how you structure your package is up to you. Select from a combination of hotels, flights and rental cars. After some activities to keep you on the move? Once you've made your booking, you can add them on too. No matter your style or budget, there's a package deal to suit your needs.
What should I know before booking an Upper Carolina travel package?
Get ready to save with an Expedia travel package. Combine your flights, rental cars and hotels and land great discounts. You're not restricted to hotels, however. Book with us and select from beachside condos, cabins in the mountains and everything in between!
Can I choose my airline with an Upper Carolina Expedia vacation package?
You can, and with over 550 airlines to select from globally, you have loads of choice. Look through the available options and find out which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Upper Carolina vacation package?
Because we know life can be unpredictable, the answer is yes. For further details, check out our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it free of charge. Your hotel, airline or car rental company may charge a fee if your booking is older than that.
Stay near popular Upper Carolina attractions
Ajax Peak
10.0/10 (1 review)
Commune with nature and explore the great outdoors at Ajax Peak during your travels in St. John.
Things to do
Champagne Sunset Sail from Margaritaville
CA $152
per adult
94% of travellers recommend
St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton
CA $206
per adult
100% of travellers recommend
Coki Beach with Round-Trip Transport
CA $87
per traveller
74% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.