Southside Vacations & Trips from $1,545

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The Latest Southside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Carina Bay All Inclusive Resort & Casino - Adults Only

Carina Bay All Inclusive Resort & Casino - Adults Only

$1,545
per person
Dec 15 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Christiansted (STX)
7.4/10 Good! (784 reviews)
The entire hotel lost power and forced us to move to another hotel that was not all inclusive. No one from the hotel even communicated that we had to move hotels until 10 minutes prior and they told us we would get a refund and we are still waiting and they haven’t responded to any correspondence! Very disappointed!!

Reviewed on Oct 14, 2026

Villa Island Paradise

Villa Island Paradise

Save 100% on your flight
$2,602
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
9.6/10 Exceptional! (41 reviews)
View was amazing . Unit itself was very unique

Reviewed on Sep 13, 2026

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

$1,936
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Thomas (STT)
8.2/10 Very Good! (241 reviews)
Room was not there when we arrived even though we arrived 5 hours after our check in time so we had to wait another hour. They do not clean the room if you dont stay more than 8 days. The deal breaker is charging 2x for fees they did not state on their booking info and not responding to the messages i have sent them.

Reviewed on Oct 10, 2026

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

Save 100% on your flight
$1,874
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
8/10 Very Good! (2,481 reviews)
The Saint Resort

The Saint Resort

$1,564
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip 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

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

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
The Westin St. Thomas Beach Resort & Spa
Buoy Haus Beach Resort St. Thomas, Autograph Collection

Buoy Haus Beach Resort St. Thomas, Autograph Collection

2 Estate Bakkeroe St. Thomas VI
Fully refundableReserve now, pay when you stay
$545 nightly
$613 total
Oct 16 - Oct 17
Total with taxes and fees
Buoy Haus Beach Resort St. Thomas, Autograph Collection
Bolongo Bay Beach Resort

Bolongo Bay Beach Resort

7150 Bolongo St. Thomas St. Thomas
$441 nightly
$497 total
Oct 18 - Oct 19
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

Bolongo Bay Beach Resort
See all 500 properties in Southside
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

A group of people running into the sea on a beach with clear blue water and a clear sky.

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.
See properties
A sandy beach with footprints, a clear blue sky, and a distant island.
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.
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A cable car system, a coastal town, and a cruise ship.

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.
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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.
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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.
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Limetree Beach

Why not spend a lazy afternoon at Limetree Beach during your trip to Estate Frenchman Bay?
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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.
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Pirates Treasure Museum

You can spend an afternoon browsing the exhibits at Pirates Treasure Museum during your travels in Charlotte Amalie.
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What to do in Southside

Champagne Sunset Sail from Margaritaville

Champagne Sunset Sail from Margaritaville

$110
per adult
94% of travellers recommend
Champagne Sunset Sail from Margaritaville
Tree Limin' Extreme Zipline

Tree Limin' Extreme Zipline

$155
per adult
100% of travellers recommend
Tree Limin' Extreme Zipline
Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

$119
per adult
98% of travellers recommend
Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove
See all activities in Southside
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.