Upper Carolina Holidays

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Photo by Eric Sturgeon

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Your Upper Carolina Holiday

Immerse yourself in all this neighbourhood has to offer with a tailor-made Upper Carolina holiday package. However you imagine yourself spending your days here, you'll find endless opportunities for fun, adventure and relaxation. When it's time for some sightseeing, no trip to Upper Carolina is complete without stopping by nearby Ajax Peak. Expedia is here to help put your travel plans into action. Book your ideal Upper Carolina holiday now.

Our guide on 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 featuring a sandy beach and tropical scenes

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

Our pick of the best Upper Carolina Hotel Deals

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is AU$405 per night from 29 Mar to 30 Mar
AU$405
29 Mar - 30 Mar
includes taxes & fees
9/10 Wonderful! (107 reviews)
Bluebeards Castle was apparently a former time share resort, that now is managed and run by a Board of owners. They sublet the housekeeping , so rooms are not cleaned or linens changed on a daily basis. We were there 7 nights and got one complimentary housekeeping on the 5th day. Lobby staff were ...

Reviewed on 25 Feb 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
The price is AU$909 per night from 2 Mar to 3 Mar
AU$909
2 Mar - 3 Mar
includes taxes & fees
8/10 Very Good! (2,376 reviews)
Welcoming staff and beautiful resort to relax

Reviewed on 24 Feb 2026

Margaritaville Vacation Club - St. Thomas
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
The price is AU$1,287 per night from 28 Feb to 1 Mar
AU$1,287
28 Feb - 1 Mar
includes taxes & fees
8.4/10 Very Good! (1,105 reviews)
Everything was great. The amenities and space are the best thing about the hotel.

Reviewed on 25 Feb 2026

The Westin St. Thomas Beach Resort & Spa
See all 3,719 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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.

Activities

St. Thomas: Guided Sea Lion Encounter

St. Thomas: Guided Sea Lion Encounter

AU$172
per adult
100% of travellers recommend
St. Thomas: Guided Sea Lion Encounter
Cocktail Sunset Cruise from Sapphire Beach Resort

Cocktail Sunset Cruise from Sapphire Beach Resort

AU$188
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

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

AU$259
per adult
96% of travellers recommend
St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin
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.