Southside Vacations & Trips from $1,040
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Southside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Shibui Cove
$1,040
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
7.4/10 Good! (6 reviews)
I like this hotel location , design of hotel, view from window, and comfortable inside.
Some other near pool women destroyed my car of scratches because do not like when I parked near their car. However, very quant and clean hotel.
Only what I did not like : no people for help in hotel , all was online .
Reviewed on Oct 10, 2026
The Saint Resort
$1,880
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
9.2/10 Wonderful! (49 reviews)
Onya and Mac are fantastic. They both made me feel so special on my birthday and welcomed to SJ. Thank you for a great time.
Reviewed on Oct 8, 2026
Club Wyndham Elysian Beach Resort
$1,314
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
7.8/10 Good! (205 reviews)
We enjoyed it very well. The beach was a little breezy and had a lot of seaweed. Other than that. It was an amazing time. We will go back again nine out of 10 we do recommend.
Reviewed on Oct 14, 2026
Find the Best Southside Vacation Packages
Southside Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Cyril E. King Airport (STT) |
Southside Hotel Deals
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
Fully refundableReserve now, pay when you stay
$432 nightly
$486 total
Oct 18 - Oct 19
Total with taxes and fees
Buoy Haus Beach Resort St. Thomas, Autograph Collection
2 Estate Bakkeroe St. Thomas VI
Fully refundableReserve now, pay when you stay
$494 nightly
$556 total
Oct 25 - Oct 26
Total with taxes and fees
Bolongo Bay Beach Resort
7150 Bolongo St. Thomas St. Thomas
$441 nightly
$497 total
Oct 25 - Oct 26
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
"This is as small property with a laid back vibe. Not your typical all inclusive resort. It is an older property and dated but that is what gives it charm. The only complaint is the small shower, but we knew about that prior to our visit. No biggie! Rooms are very clean! The staff are great and the ..."
Reviewed on Oct 3, 2026
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.
Stay near popular Southside attractions
Caribbean Genealogy Library
8.0/10 (7 reviews)
Caribbean Genealogy Library is just one of the places to see in Estate Raphune, so why not enjoy the other things to explore during your travels? Amble around this romantic area's beautiful beaches, or seek out the sailing opportunities.
Photo by Keith Tucker
Frenchman's Bay
8.0/10 (1 review)
Commune with nature and explore the great outdoors at Frenchman's Bay during your travels in St. Thomas.
Skyride to Paradise Point
8.6/10 (489 reviews)
Ride high above Charlotte Amalie in a cable car and enjoy breathtaking views across the harbor and downtown area.
Havensight Mall
8.2/10 (348 reviews)
You can search for that perfect souvenir at Havensight Mall during your trip to Charlotte Amalie. Wander the beautiful beaches and waterfront in this romantic area.
Buck Island Turtle Cove
10.0/10 (6 reviews)
Explore the lovely green spaces of Buck Island Turtle Cove and enjoy the boating in Buck Island. Wander the beautiful beaches and seaside in this romantic area.
Limetree Beach
Why not spend a lazy afternoon at Limetree Beach during your trip to Estate Frenchman Bay?
Mango Tango Art Gallery
8.0/10 (2 reviews)
You can spend time exploring the galleries in Mango Tango Art Gallery during your trip to Estate Raphune. Amble around this romantic area's beautiful beaches, or seek out the sailing opportunities.
Pirates Treasure Museum
You can spend an afternoon browsing the exhibits at Pirates Treasure Museum during your travels in Charlotte Amalie.
What to do in Southside
Champagne Sunset Sail from Margaritaville
$110
per adult
94% of travellers recommend
Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove
$119
per adult
98% of travellers recommend
Explore a world of travel with Expedia
Other vacations you might like
- Top cities in Southside
- Vacations and getaways similar to Southside
- Best vacation destinations by month
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
