Upper Carolina Holidays from £1,437

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Your Upper Carolina Holiday

Take in everything this neighbourhood has to offer with a tailor-made Upper Carolina holiday 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 holiday with Expedia and get to where you're going your way.

Price found within the past 48 hours. Click for updated prices.
At Home in the Tropics

At Home in the Tropics

£1,437
per person
3 Nov - 9 Nov
found 1 day ago
Return flight included
Manchester (MAN) 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 3 Aug 2026

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

£1,643
per person
8 Nov - 15 Nov
found 1 day ago
Return flight included
Manchester (MAN) to St. Thomas (STT)
8/10 Very good! (2,511 reviews)
Very Clean

Reviewed on 25 Aug 2026

Cruz Bay Boutique Hotel

Cruz Bay Boutique Hotel

£1,512
per person
3 Nov - 9 Nov
found 1 day ago
Return flight included
Manchester (MAN) to St. Thomas (STT)
9.6/10 Exceptional! (346 reviews)
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

£1,805
per person
8 Nov - 15 Nov
found 1 day ago
Return flight included
Manchester (MAN) to St. Thomas (STT)
8.4/10 Very good! (1,399 reviews)
The property was beautiful situated right on the beach with amazing views. Heidy was an excellent waitress; the best we had at Sugarfin. We enjoyed all the food on the property as well. Even our room service breakfast was good!The beach could use more servers or more attentive ones. My husband often had to find someone to order beverages while on the beach. Housekeeping neglected to clean our room the last day after we put in a request. On the days they did clean it was a slack job. I found a press on nail that I loss two days earlier in the bathtub which says a lot about the thoroughness of cleaning. The staff in the coffee shop wasn’t friendly at all. I didn’t like my matcha one day and the young lady snaps at me saying, “I put 4 pumps in it, what do you want?”. Very rude and not hospitable. In contrast, most of the staff on the property were great, kind and accommodating. Javon Edwards upgraded our room because it was my birthday and our resort view was the parking lot! The ocean view room MADE our stay so I’m very grateful to him for his kindness!

Reviewed on 26 Aug 2026

Bluebeard's Castle Resort

Bluebeard's Castle Resort

£1,450
per person
8 Nov - 15 Nov
found 1 day ago
Return flight included
Manchester (MAN) to St. Thomas (STT)
9/10 Wonderful! (747 reviews)
Very chill calm vibes, a great views!

Reviewed on 25 Aug 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
A beach with turquoise water, people swimming, and a mountain in the background.

Maho Bay Quarter

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

A coastal town with a marina, lush greenery, and a sunset over the ocean.

Contant Farms

If you're spending some time in Contant Farms, Great Cruz Bay and Turner Bay are top sights worth seeing.

A coastal town with a marina, lush greenery, and a sunset over the ocean.

Rendezvous & Ditleff

If you're spending some time in Rendezvous & Ditleff, Rendezvous Bay and Klein Bay are top sights worth seeing.

A turquoise sea, a white sandy beach, and lush green hills.

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 Waterlemon Cay.

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Estate Saunders Gut

While there might not be top attractions in Estate Saunders Gut, you can explore the larger area and discover places like Johnson Bay and Virgin Islands National Park.

Top hotels in Upper Carolina

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas
£277
22 Sept - 23 Sept
includes taxes & fees
8.4/10 Very good! (1,426 reviews)
"The property was beautiful situated right on the beach with amazing views. Heidy was an excellent waitress; the best we had at Sugarfin. We enjoyed all the food on the property as well. Even our room service breakfast was good!The beach could use more servers or more attentive ones. My husband often ..."

Reviewed on 26 Aug 2026

The Westin St. Thomas Beach Resort & Spa
Bluebeard's Castle Resort

Bluebeard's Castle Resort

1331 Estate Taarneberg Charlotte Amalie Saint Thomas
£167
25 Sept - 26 Sept
includes taxes & fees
9/10 Wonderful! (772 reviews)
"Very chill calm vibes, a great views!"

Reviewed on 25 Aug 2026

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

Margaritaville Vacation Club - St. Thomas

6080 Estate Smith Bay St. Thomas
8/10 Very good! (2,506 reviews)
"Very Clean"

Reviewed on 25 Aug 2026

Get rates
Margaritaville Vacation Club - St. Thomas
See all 3,912 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 travel package cost?
Starting from as low as £1,437, a package is your passport to cheaper travel. Custom make your Upper Carolina getaway by choosing from our great range of flights, hotels and rental cars.
If I'm not able to travel, can I cancel my Upper Carolina travel package?
We get that life can throw you the odd curveball. If you've booked an Upper Carolina travel package and need to cancel or amend it, we're here to help. It's always worth browsing our Customer Service Portal first for information. But generally, if you've booked your package in the last 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.
How do I get a cheap travel package to Upper Carolina?
It's as simple as bundling. Flights, rental cars and hotels — combine whatever you need into an Upper Carolina travel package to save a pile of cash. Score even more discounts when you include extras such as activities or tours to your booking. But that's not the only impressive part. You have the flexibility to tailor your holiday your own way. We offer over 550 partner airlines and 1,000,000 properties across the globe, so that everyone has a chance to travel and live out those holiday fantasies.
Does Expedia offer Book Now, Pay Later Upper Carolina holidays?
Expedia has teamed up with online lender Klarna to make your next trip easier on your bank balance. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that fits your budget. Browse these flexible payment options:
  • Pay monthly holidays: Klarna offers convenient monthly payment plans that suit all budgets, so you can book that well-deserved holiday now.
  • Pay in instalments holidays: If you'd like to pay off your getaway across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan from Klarna.
Where should I stay in Upper Carolina?
Upper Carolina has several top places to see, like Emmaus Moravian Church. Secure a room in a hotel near this attraction and make sightseeing simple.
What are the top hotels in Upper Carolina?
Get your escape off to a fantastic start by reserving a room at Breathtaking Panoramic Views Of The British Virgin Islands From Hot Tub And Pool. It's one of most sought-after hotels in Upper Carolina. Another welcoming option is Come Enjoy All St. John, Virgin Islands Has To Offer In Peaceful Coral Bay.
How far in advance should I book my Upper Carolina holiday?
While not all air carriers advertise tickets early, customers are usually able to look up international fares on Expedia up to 12 months in advance. This is the time you'll bag some incredible deals. If you're purchasing tickets last minute, you could still be in luck. Sometimes the lowest prices become available just weeks prior to departure.
What does an Expedia Upper Carolina travel package include?
Hotels, car rentals and flights — we connect you to the best deals. All you have to do is pick and choose your ideal combination. After you've made your booking, you can add on the exciting stuff like sightseeing activities. Our travel packages make it easy to craft an awesome Upper Carolina trip.
What should I know before booking an Upper Carolina travel package?
We already have low prices. However, you'll snap up even better deals if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and loads of choice.
Can I choose my airline with an Upper Carolina Expedia travel package?
Yes, so take your pick! Expedia has access to more than 550 airlines throughout the world, so you can customize your Upper Carolina getaway according to your travel needs.

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.
See properties

Things to do

Champagne Sunset Sail from Margaritaville

Champagne Sunset Sail from Margaritaville

£83
per adult
94% of travellers recommend
Champagne Sunset Sail from Margaritaville
St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton

St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton

£119
per adult
100% of travellers recommend
St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton
Cocktail Sunset Cruise from Sapphire Beach Resort

Cocktail Sunset Cruise from Sapphire Beach Resort

£98
per adult
92% of travellers recommend
Cocktail Sunset Cruise from Sapphire Beach Resort
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. Flight-inclusive packages are ATOL protected.