Upper Carolina Vacations

Book a Hotel + Flight or Car together to unlock savings

Your Upper Carolina Vacation

Take in everything this neighborhood has to offer with a tailor-made Upper Carolina vacation package. However you picture yourself spending your days here, you'll find endless opportunities for fun, adventure and relaxation. What to see first? Your trip to Upper Carolina wouldn't be complete without a stop at nearby Ajax Peak. Don't just imagine it — turn it into reality! Book your ultimate Upper Carolina vacation with Expedia and get to where you're going your way.

The Latest Upper Carolina Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilltop Villas at Bluebeard's Castle by Capital Vacations

Hilltop Villas at Bluebeard's Castle by Capital Vacations

3 out of 5
per person
Jun 16 - Jun 23
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
8.6/10 Excellent! (1,151 reviews)
Great place to stay, highly recommend

Reviewed on May 17, 2024

Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
per person
Jun 16 - Jun 23
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
6.8/10 (1,638 reviews)
Usually stay at this property but on this trip the rooms need a revamp

Reviewed on May 17, 2024

Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 23
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
7.6/10 Good! (121 reviews)
The staff were very friendly and helpful. The cove is beautiful, well maintained beach area, and not nearly as busy as public beaches on the island. We had so much fun snorkeling every day. We highly recommend and will certainly be back!

Reviewed on Apr 5, 2024

Secret Harbour Beach Resort

Secret Harbour Beach Resort

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 23
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
8.8/10 Excellent! (1,173 reviews)
The beach was ver close to our room, and chairs and umbrellas were there also. The water was fantastic and every local said it was one of the nicest. The food at the bar and restaurant was great.

Reviewed on May 16, 2024

Margaritaville Vacation Club by Wyndham - St. Thomas

Margaritaville Vacation Club by Wyndham - St. Thomas

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 23
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
8/10 Very Good! (1,353 reviews)
The golf carts were never available for pickup, long waits.

Reviewed on May 16, 2024

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
Cinnamon Bay showing forest scenes

Maho Bay Quarter

5/5(3 area reviews)

If you're spending some time in Maho Bay Quarter, Maho Beach and Cinnamon Bay Beach are top sights worth seeing.

Find hotel + flight trips in Maho Bay Quarter

Upper Carolina Hotel Deals

Margaritaville Vacation Club by Wyndham - St. Thomas
Margaritaville Vacation Club by Wyndham - St. Thomas
4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is $399 per night from May 20 to May 21
$399
$448 total
includes taxes & fees
May 20 - May 21
8/10 Very Good! (1,352 reviews)
"Laundry machines do not work properly"

Reviewed on May 14, 2024

Margaritaville Vacation Club by Wyndham - St. Thomas
The Westin Beach Resort & Spa at Frenchman's Reef
The Westin Beach Resort & Spa at Frenchman's Reef
4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
The price is $425 per night from Jun 1 to Jun 2
$425
$564 total
includes taxes & fees
Jun 1 - Jun 2
8/10 Very Good! (1,005 reviews)
"Great"

Reviewed on May 17, 2024

The Westin Beach Resort & Spa at Frenchman's Reef
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
The price is $216 per night from May 21 to May 22
$216
$265 total
includes taxes & fees
May 21 - May 22
6.6/10 (1,625 reviews)
"The staff at the hotel was very friendly and helpful. I liked that they offered a free ride to and from Magens Beach, although I wish that the time was a bit more flexible. The view of the harbor from my room was great. I was allowed to check in early because my room happens to be available and that ..."

Reviewed on May 14, 2024

Windward Passage Hotel
See all 3,659 properties in Upper Carolina
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

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 $1,113. 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.

Discover the most popular places to visit in Upper Carolina

Image for Ajax Peak

Ajax Peak

Commune with nature and explore the great outdoors at Ajax Peak during your travels in St. John.

Ajax Peak

Things to do

Image for Animal Lovers Dream Tour

Animal Lovers Dream Tour

$128
Per adult
Animal Lovers Dream Tour
Image for St John Island and Trunk Bay Beach Tour

St John Island and Trunk Bay Beach Tour

$75
Per adult
St John Island and Trunk Bay Beach Tour
Image for St John Island and Trunk Bay Beach Tour From St Thomas

St John Island and Trunk Bay Beach Tour From St Thomas

$80
Per adult
St John Island and Trunk Bay Beach Tour From St Thomas
See all activities in St. John

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.