Book Exclusive Southside Vacation Packages

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Southside flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Fred - Adults Only

The Fred - Adults Only

3.5 out of 5
Downtown Frederiksted
Price was CA $1,649, price is now CA $1,211 per person
CA $1,211
per person
Mar 11 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Christiansted (STX)
Book a stay at this beach hotel in Frederiksted. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Caribbean Museum Center for the Arts and Old Danish School are located nearby.
Oceans at Divi Carina Bay Adults Only

Oceans at Divi Carina Bay Adults Only

4 out of 5
Price was CA $4,996, price is now CA $2,875 per person
CA $2,875
per person
Mar 11 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Christiansted (STX)
Book a stay at this beach hotel in Christiansted. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Divi Carina Bay Casino and Grape Tree Beach are located nearby.
Carina Bay Boutique All Inclusive Resort & Casino

Carina Bay Boutique All Inclusive Resort & Casino

3.5 out of 5
Price was CA $4,774, price is now CA $2,763 per person
CA $2,763
per person
Mar 11 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Christiansted (STX)
Book a stay at this beach hotel in Christiansted. Enjoy free breakfast, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Divi Carina Bay Casino and Grape Tree Beach are located nearby.
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was CA $4,415, price is now CA $2,978 per person
CA $2,978
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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.
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was CA $4,559, price is now CA $3,301 per person
CA $3,301
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Sapphire Beach and Bolongo Bay are located nearby.

Top Southside hotels deals

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 CA $991 per night
CA $991
CA $1,243 total
Jan 22 - Jan 23, 2026
includes taxes & fees
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 rooms in our reviews. Popular attractions Sapphire Beach and Bolongo Bay are located nearby.
Pool
Spa
Buoy Haus Beach Resort St. Thomas, Autograph Collection

Buoy Haus Beach Resort St. Thomas, Autograph Collection

3.5 out of 5
2 Estate Bakkeroe St. Thomas VI
The price is CA $1,374 per night
CA $1,374
CA $1,710 total
Jan 4 - Jan 5, 2026
includes taxes & fees
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 nearby.
Pool
Free WiFi
Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas

3 out of 5
Havensight Mall Parcel 2 Charlotte Amalie St. Thomas
Free cancellation
Reserve now, pay when you stay
The price is CA $464 per night
CA $464
CA $561 total
Jan 4 - Jan 5, 2026
includes taxes & fees
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 nearby.
Pool
Breakfast included
Bolongo Bay Beach Resort

Bolongo Bay Beach Resort

3 out of 5
7150 Bolongo St. Thomas St. Thomas
Get rates
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 attractions Sapphire Beach and Bolongo Bay are located nearby.
Pool
All-inclusive
Marriott's Frenchman's Cove

Marriott's Frenchman's Cove

4 out of 5
7338 Estate Bakkeroe St. Thomas
The price is CA $1,393 per night
CA $1,393
CA $1,568 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this beach condo in St. Thomas. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Popular attractions Sapphire Beach and Bolongo Bay are located nearby.
Pool
Hot tub
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
100 Frenchman's Bay St. Thomas
Get rates
Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Sapphire Beach and Bolongo Bay are located nearby.
Pool
Parking included
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See all available properties in Southside
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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.

Photos of local treasures

Browse Southside vacation photos for more inspiration

Saint Thomas Skyride which includes general coastal views
Southside
Saint Thomas Skyride showing island views
Saint Thomas Skyride which includes island views
Saint Thomas Skyride featuring a bay or harbour and a coastal town

Frequently asked questions

How much are vacation packages to Southside?
Enjoy a one-of-a-kind experience in Southside with a vacation package starting at just CA $1,211. Locking in your hotels, flights and tours through Travelocity is a breeze. On top of that, our great deals will leave you with more cash in your pocket for plenty of fun activities.
Where can I get the best vacation package deals for Southside?
With around 400 airline partners and 1,000,000 properties around the world, it's hard to top Travelocity. Take advantage of our impressive range and grab an affordable Southside vacation package. Don't you love it when organizing a trip is that easy?
Why should I purchase my Southside vacation package with Travelocity?
Whether you're on the hunt for the ultimate unplugged getaway or you crave the fun and excitement of a towering metropolis, booking everything with Travelocity saves you time, money and hassle. No need to comb through hundreds of websites to find the best deal — our Price Match Guarantee ensures you'll always get the lowest possible price, and our team of customer service experts are available round-the-clock.
Can I save on my Southside car rental if I book it with my hotel or flight?
You certainly can with our Southside vacation packages. With one of these, there are lots of ways to stretch your travel budget further. Combine any two or more car, flight, hotel and tour bookings and watch the savings grow. With your own ride, all the popular sights around Southside are an unforgettable road trip away.
Which airport is best for Southside?
Cyril E. King Airport (STT), Terrance B. Lettsome Intl. Airport (EIS) and Antonio Rivera Rodriguez Airport (VQS) are the main airports for people heading in and out of Southside.