Cheap Vacations in St. Thomas

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St. Thomas vacations

Price found within the past 48 hours. Click for updated prices.
Sunset Gardens Guesthouse

Sunset Gardens Guesthouse

2.5 out of 5
Price was $1,070, price is now $883 per person
$883
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Save 100% on your flight
Price was $3,107, price is now $2,047 per person
$2,047
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
Save 100% on your flight
Price was $1,712, price is now $1,187 per person
$1,187
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was $1,733, price is now $1,282 per person
$1,282
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Galleon House Hotel

Galleon House Hotel

3 out of 5
Price was $1,249, price is now $956 per person
$956
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel

3.5 out of 5
Price was $2,350, price is now $1,877 per person
$1,877
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Save 100% on your flight
Price was $2,152, price is now $1,719 per person
$1,719
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
At Home in the Tropics

At Home in the Tropics

3 out of 5
Price was $1,818, price is now $1,464 per person
$1,464
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Hotel 1829

Hotel 1829

3.5 out of 5
Price was $2,371, price is now $1,940 per person
$1,940
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Mafolie Hotel

Mafolie Hotel

3 out of 5
Price was $1,482, price is now $1,237 per person
$1,237
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)

3-night St. Thomas vacations

Price found within the past 48 hours. Click for updated prices.
Galleon House Hotel

Galleon House Hotel

3 out of 5
Price was $462, price is now $396 per person
$396
per person
Mar 7 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Villa Island Paradise

Villa Island Paradise

4 out of 5
Save 100% on your flight
Price was $3,101, price is now $2,250 per person
$2,250
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was $1,518, price is now $1,145 per person
$1,145
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
The Saint Resort

The Saint Resort

3 out of 5
Price was $1,816, price is now $1,420 per person
$1,420
per person
Mar 20 - Mar 23
found 20 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was $1,104, price is now $871 per person
$871
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
Price was $938, price is now $741 per person
$741
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Save 100% on your flight
Price was $1,516, price is now $1,197 per person
$1,197
per person
Mar 7 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,508, price is now $1,193 per person
$1,193
per person
Mar 13 - Mar 16
found 13 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Emerald Beach Resort

Emerald Beach Resort

3.5 out of 5
Price was $804, price is now $673 per person
$673
per person
Mar 7 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
The Cottage at Villa Indigo

The Cottage at Villa Indigo

3 out of 5
Price was $956, price is now $815 per person
$815
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
At Home in the Tropics

At Home in the Tropics

3 out of 5
Price was $774, price is now $672 per person
$672
per person
Mar 7 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Hotel 1829

Hotel 1829

3.5 out of 5
Price was $1,178, price is now $1,027 per person
$1,027
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)

4-night St. Thomas vacations

Price found within the past 48 hours. Click for updated prices.
Galleon House Hotel

Galleon House Hotel

3 out of 5
Price was $844, price is now $725 per person
$725
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Save 100% on your flight
Price was $2,040, price is now $1,375 per person
$1,375
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
Price was $2,222, price is now $1,641 per person
$1,641
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Villa Island Paradise

Villa Island Paradise

4 out of 5
Price was $2,797, price is now $2,066 per person
$2,066
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was $1,219, price is now $949 per person
$949
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,184, price is now $1,705 per person
$1,705
per person
Mar 11 - Mar 15
found 3 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Save 100% on your flight
Price was $2,152, price is now $1,719 per person
$1,719
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
St John Inn

St John Inn

3 out of 5
Price was $1,415, price is now $1,138 per person
$1,138
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
Price was $1,237, price is now $999 per person
$999
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
The Cottage at Villa Indigo

The Cottage at Villa Indigo

3 out of 5
Price was $1,250, price is now $1,069 per person
$1,069
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Emerald Beach Resort

Emerald Beach Resort

3.5 out of 5
Price was $1,205, price is now $1,036 per person
$1,036
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Hotel 1829

Hotel 1829

3.5 out of 5
Price was $1,601, price is now $1,379 per person
$1,379
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)

5-night St. Thomas vacations

Price found within the past 48 hours. Click for updated prices.
Sunset Gardens Guesthouse

Sunset Gardens Guesthouse

2.5 out of 5
Price was $892, price is now $732 per person
$732
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was $2,121, price is now $1,398 per person
$1,398
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Villa Island Paradise

Villa Island Paradise

4 out of 5
Price was $2,606, price is now $1,891 per person
$1,891
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
Price was $1,263, price is now $925 per person
$925
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was $1,315, price is now $976 per person
$976
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Galleon House Hotel

Galleon House Hotel

3 out of 5
Price was $969, price is now $747 per person
$747
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Save 100% on your flight
Price was $2,304, price is now $1,820 per person
$1,820
per person
Mar 18 - Mar 23
found 20 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was $2,165, price is now $1,724 per person
$1,724
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Boundless Bliss Hotel

Boundless Bliss Hotel

2.5 out of 5
Price was $1,273, price is now $1,056 per person
$1,056
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)
Hotel 1829

Hotel 1829

3.5 out of 5
Price was $1,686, price is now $1,436 per person
$1,436
per person
Mar 18 - Mar 23
found 20 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
At Home in the Tropics

At Home in the Tropics

3 out of 5
Price was $1,277, price is now $1,088 per person
$1,088
per person
Mar 18 - Mar 23
found 20 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
Price was $2,965, price is now $2,556 per person
$2,556
per person
Mar 14 - Mar 19
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to St. Thomas (STT)

6-7 night St. Thomas vacations

Price found within the past 48 hours. Click for updated prices.
Galleon House Hotel

Galleon House Hotel

3 out of 5
Price was $1,249, price is now $956 per person
$956
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Save 100% on your flight
Price was $3,107, price is now $2,047 per person
$2,047
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
Save 100% on your flight
Price was $3,552, price is now $2,443 per person
$2,443
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
St John Inn

St John Inn

3 out of 5
Save 100% on your flight
Price was $2,137, price is now $1,478 per person
$1,478
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
Save 100% on your flight
Price was $1,712, price is now $1,187 per person
$1,187
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was $1,733, price is now $1,282 per person
$1,282
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Villa Island Paradise

Villa Island Paradise

4 out of 5
Save 100% on your flight
Price was $3,432, price is now $2,586 per person
$2,586
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Save 100% on your flight
Price was $2,645, price is now $2,070 per person
$2,070
per person
Mar 18 - Mar 24
found 20 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was $3,106, price is now $2,479 per person
$2,479
per person
Mar 9 - Mar 16
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to St. Thomas (STT)
Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel

3.5 out of 5
Price was $2,350, price is now $1,877 per person
$1,877
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
At Home in the Tropics

At Home in the Tropics

3 out of 5
Price was $1,818, price is now $1,464 per person
$1,464
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)
Hotel 1829

Hotel 1829

3.5 out of 5
Price was $2,371, price is now $1,940 per person
$1,940
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Thomas (STT)

Flight deals to St. Thomas

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Feb 17 - Fri, Feb 20
FLL
Fort Lauderdale
STT
St. Thomas
$131 Roundtrip, found 3 days ago
$131
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Feb 17 from Fort Lauderdale to St. Thomas, returning Fri, Feb 20, priced at $131 found 3 days ago
Tue, Feb 10 - Sat, Feb 14
LGA
New York
STT
St. Thomas
$153 Roundtrip, found 2 days ago
$153
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Feb 10 from New York to St. Thomas, returning Sat, Feb 14, priced at $153 found 2 days ago
Tue, Feb 10 - Sat, Feb 14
EWR
New York
STT
St. Thomas
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Feb 10 from New York to St. Thomas, returning Sat, Feb 14, priced at $158 found 2 days ago

Top rated hotels for your St. Thomas vacation

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
1.78 mi from city center
$431 nightly
The price is $485 total per night
$485 total
Jan 26 - Jan 27
Total with taxes and fees
Located in St. Thomas, Margaritaville Vacation Club - St. Thomas is in a rural location, a 3-minute drive from Coki Point Beach and 6 minutes from Sapphire Beach.
Pool
Parking included
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
2.2 mi from city center
$810 nightly
The price is $909 total per night
$909 total
Jan 28 - Jan 29
Total with taxes and fees
With a stay at The Westin St. Thomas Beach Resort & Spa in St. Thomas, you'll be on the beach, within a 10-minute drive of Bolongo Bay and Frenchman's Bay.
Pool
Spa
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
1.97 mi from city center
$192 nightly
The price is $216 total per night
$216 total
Jan 27 - Jan 28
Total with taxes and fees
With a stay at Bluebeard's Castle Resort in St. Thomas, you'll be within a 15-minute drive of Bolongo Bay and Magens Bay Beach.
Pool
Hot Tub
Don't see what you're looking for?
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.