Upper Carolina Holidays

Photo by Eric Sturgeon

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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

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 Upper Carolina

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is €261 per night from 10 May to 11 May
€261
10 May - 11 May
includes taxes & fees
8.8/10 Excellent! (282 reviews)
We enjoyed our stay and view of ships and boats from our balcony. The restaurant staff was very friendly and helpful. The front desk staff was ok, just need to be a little softer when talking to guest on the phone (only one lady...don't recall her name) but overall stay was nice.

Reviewed on 18 Apr 2026

Bluebeard's Castle Resort
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
8/10 Very Good! (2,406 reviews)
I recently stayed at Margaritaville Vacation Club St. Thomas and overall had a really great experience. The property is beautiful, and the atmosphere truly gives you that relaxing island vibe. The staff was amazing—everyone was friendly, welcoming, and always willing to help, which made the stay ...

Reviewed on 18 Apr 2026

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Margaritaville Vacation Club - St. Thomas
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Veterans Drive Charlotte Amali St. Thomas St. Thomas
Fully refundableReserve now, pay when you stay
The price is €186 per night from 17 May to 18 May
€186
17 May - 18 May
includes taxes & fees
7.2/10 Good! (1,430 reviews)
This is a great place and a great value. If I could change only one little thing it would be to get the water in the shower a little more hot; it’s not cold but not quite hot—a little over lukewarm. I’m sure this could be a quick fix from a maintenance engineer. There is a little road noise, as well, ...

Reviewed on 15 Apr 2026

Windward Passage Hotel
See all 3,649 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.

Frequently asked questions

How much does an Upper Carolina holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Upper Carolina from just . And the more you bundle, the more money you save. Your dream holiday 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 holiday 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 holiday 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 neighbourhood'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 holiday?
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 holiday 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 holiday 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.

Things to do

Private Pottery Experience at British Virgin Islands

Private Pottery Experience at British Virgin Islands

€104
per adult
Private Pottery Experience at British Virgin Islands
Cocktail Sunset Cruise from Sapphire Beach Resort

Cocktail Sunset Cruise from Sapphire Beach Resort

€113
per adult
92% of travellers recommend
Cocktail Sunset Cruise from Sapphire Beach Resort
St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin

Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin St. John

€155
per adult
98% of travellers recommend
Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin St. John
See all activities in St. John
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.