Upper Carolina Vacation Packages for 2026
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Upper Carolina Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Windward Passage Hotel
Price was $1,159, price is now $899 per person
$899
per person
May 26 - May 30
found 22 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to St. Thomas (STT)
Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.
Hotel 1829
Price was $1,889, price is now $1,428 per person
$1,428
per person
May 26 - May 30
found 22 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to St. Thomas (STT)
Book a stay at this luxury hotel in St. Thomas. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.
Margaritaville Vacation Club - St. Thomas
Price was $1,464, price is now $1,121 per person
$1,121
per person
May 26 - May 30
found 22 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to St. Thomas (STT)
Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sapphire Beach and Coki Point Beach are located nearby.
Wharfside Village Hotel
Price was $2,088, price is now $1,600 per person
$1,600
per person
May 26 - May 30
found 22 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to St. Thomas (STT)
Stay at this hotel in St. John. Enjoy free WiFi, 4 restaurants, and a casino. Popular attractions Trunk Bay and Sapphire Beach are located nearby.
At Home in the Tropics
Price was $1,300, price is now $998 per person
$998
per person
May 26 - May 30
found 22 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to St. Thomas (STT)
Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and in-room massages. Our guests praise the breakfast in our reviews. Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.
Villa Island Paradise
Price was $2,050, price is now $1,591 per person
$1,591
per person
May 26 - May 30
found 22 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to St. Thomas (STT)
Book a stay at this business-friendly villa in St. John. Enjoy free WiFi, free parking, and a garden. Popular attractions Trunk Bay and Sapphire Beach are located nearby.
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Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
20.92 km from Upper Carolina
Stay at this hotel in St. Thomas. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Sapphire Beach and Magens Bay Beach are located ...
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
15.03 km from Upper Carolina
Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
20.91 km from Upper Carolina
Book a stay at this luxury resort in St. Thomas. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean ...
Lindbergh Bay Hotel and Villas
8075 Lindbergh Bay St. Thomas St. Thomas
25.79 km from Upper Carolina
Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Windward Passage Hotel
Veterans Drive Charlotte Amali St. Thomas St. Thomas
22.29 km from Upper Carolina
Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Emerald Beach Resort
8070 Lindbergh Bay St. Thomas St. Thomas
25.11 km from Upper Carolina
Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
The Ritz-Carlton, St. Thomas
6900 Great Bay St. Thomas St. Thomas
12.78 km from Upper Carolina
Book a stay at this luxury resort in St. Thomas. Enjoy 2 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff in our reviews. ...
Bunker Hill Hotel
2307 Commandant Gade St. Thomas
21.66 km from Upper Carolina
Stay at this hotel in St. Thomas. Enjoy free WiFi, daily housekeeping, and cable TV channels. Our guests praise the breakfast and the pool in our reviews. Popular ...
Hampton by Hilton St. Thomas
Havensight Mall Parcel 2 Charlotte Amalie St. Thomas
20.68 km from Upper Carolina
Stay at this hotel in St. Thomas. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sapphire Beach and Magens Bay Beach are located ...
Buoy Haus Beach Resort St. Thomas, Autograph Collection
2 Estate Bakkeroe St. Thomas VI
20.58 km from Upper Carolina
Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, 2 restaurants, and a beach locale. Popular attractions Sapphire Beach and Bolongo Bay are located ...
Bolongo Bay Beach Resort
7150 Bolongo St. Thomas St. Thomas
18.52 km from Upper Carolina
Book a stay at this beach resort in St. Thomas. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Secret Harbour Beach Resort
6280 Estate Nazareth St. Thomas St. Thomas
13.69 km from Upper Carolina
Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the restaurant and the helpful staff in ...
The Westin St. John Resort Villas
300B Chocolate Hole St. John
6.78 km from Upper Carolina
Book a stay at this luxury condo in St. John. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Trunk Bay and Sapphire Beach are located ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Apr 7 - Fri, Apr 24
FLL
Fort Lauderdale - Hollywood Intl.
STT
Cyril E. King
$211 Roundtrip, found 5 hours ago
$211
Roundtrip
found 5 hours ago
Tue, Apr 28 - Fri, May 8
JFK
John F. Kennedy Intl.
STT
Cyril E. King
$241 Roundtrip, found 3 days ago
$241
Roundtrip
found 3 days ago
Tue, Apr 28 - Fri, May 8
JFK
John F. Kennedy Intl.
STT
Cyril E. King
$251 Roundtrip, found 3 days ago
$251
Roundtrip
found 3 days ago
Mon, Feb 1 - Sat, Feb 6
EWR
Newark Liberty Intl. Airport
STT
Cyril E. King
$271 Roundtrip, found 4 days ago
$271
Roundtrip
found 4 days ago
Tue, Apr 7 - Wed, Apr 15
LGA
LaGuardia
STT
Cyril E. King
$368 Roundtrip, found 3 days ago
$368
Roundtrip
found 3 days ago