St. Thomas vacation packages
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Bluebeard's Castle Resort
3/14/2026 March 14, 2026
- 3/19/2026 March 19, 2026
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $1,007 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 3 hours ago
5 night(s)
Hotel 1829
3/22/2026 March 22, 2026
- 3/27/2026 March 27, 2026
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $1,559 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 13 hours ago
5 night(s)
The Westin Beach Resort & Spa at Frenchman's Reef
3/22/2026 March 22, 2026
- 3/27/2026 March 27, 2026
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $2,418 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 13 hours ago
5 night(s)
The Westin St. John Resort Villas
3/22/2026 March 22, 2026
- 3/27/2026 March 27, 2026
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $3,437 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 13 hours ago
5 night(s)
The Ritz-Carlton, St. Thomas
3/22/2026 March 22, 2026
- 3/27/2026 March 27, 2026
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $4,804 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 13 hours ago
5 night(s)
Bluebeard's Castle Resort
3/22/2026 March 22, 2026
- 3/27/2026 March 27, 2026
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $1,084 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 13 hours ago
5 night(s)
The Ritz-Carlton, St. Thomas
3/14/2026 March 14, 2026
- 3/19/2026 March 19, 2026
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $5,083 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 3 hours ago
5 night(s)
Marriott's Frenchman's Cove
7/16/2026 July 16, 2026
- 7/21/2026 July 21, 2026
Charlotte (CLT) To St. Thomas (STT)
Flight + Hotel
from $3,595 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 2 hours ago
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*Average total price per person based on round trip flights in the Main Cabin and double occupancy hotel stays. Prices displayed have been collected within the last 24 hrs and may no longer be available at time of booking. Modifying this information may result in a different price. To find the most updated price, please visit aavacations.com.
