Southside Holidays from AU$4,192

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The Latest Southside Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Bunker Hill Hotel

Bunker Hill Hotel

AU$4,192
per person
27 Dec - 5 Jan
found 15 hours ago
Return flight included
Melbourne (MEL) to St. Thomas (STT)
8.2/10 Very good! (1,091 reviews)
Great place for the price

Reviewed on 16 Oct 2026

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

AU$6,478
per person
27 Dec - 5 Jan
found 15 hours ago
Return flight included
Melbourne (MEL) to St. Thomas (STT)
8/10 Very good! (2,481 reviews)
Lindbergh Bay Hotel and Villas

Lindbergh Bay Hotel and Villas

AU$4,486
per person
27 Dec - 5 Jan
found 15 hours ago
Return flight included
Melbourne (MEL) to St. Thomas (STT)
7.2/10 Good! (1,032 reviews)
Emerald Beach Resort

Emerald Beach Resort

AU$5,318
per person
27 Dec - 5 Jan
found 15 hours ago
Return flight included
Melbourne (MEL) to St. Thomas (STT)
7.8/10 Good! (1,501 reviews)

Southside Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Cyril E. King Airport (STT)

Our pick of the best Southside Hotel Deals

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas
AU$699
18 Oct - 19 Oct
includes taxes & fees
8.6/10 Excellent! (1,547 reviews)
"We had a wonderful stay at The Westin St. Thomas! Beautiful ocean views, a relaxing atmosphere, and an overall amazing experience. The perfect getaway!"

Reviewed on 16 Oct 2026

The Westin St. Thomas Beach Resort & Spa
Bolongo Bay Beach Resort

Bolongo Bay Beach Resort

7150 Bolongo St. Thomas St. Thomas
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 3 Oct 2026

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Bolongo Bay Beach Resort
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
AU$801
26 Oct - 27 Oct
includes taxes & fees
Buoy Haus Beach Resort St. Thomas, Autograph Collection
See all 501 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.

Frequently asked questions

How much does a Southside holiday package cost?
Get ready to book, because a trip to Southside starts from a tempting AU$4,192. When you combine your flights, hotels and car rentals into a travel package, you'll pick up great deals.
How do I get a cheap travel package to Southside?
Crafting your own Southside holiday package with Expedia is a smart way to save. We have access to more than 550 airlines and 1 000 000 properties across the globe. With such a wonderful range to pick from, you'll have no trouble putting together your next dream escape.
How far in advance should I book my Southside holiday?
It's tricky picking the ideal time for airfares, but we normally say the earlier, the better. Many international journeys on Expedia become available up to 12 months in advance. If you're booking late, don't worry. Discounted prices occasionally appear within a few weeks of departure dates.
What does an Expedia Southside travel package include?
It comes down to what type of escape you have in the works. Southside holiday deals can include car rentals, flights and hotels. You can mix and match to create the travel package that suits you. You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking a Southside travel package?
Our prices are already low. However, you'll snap up even more savings if you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and tons of choice.
Can I choose my airline with a Southside Expedia holiday package?
With a holiday package, you're always in charge. Whether you'd like to fly to Southside in coach or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Southside holiday package?
Your situation can change unexpectedly, so yes, you can. You may be able to amend or cancel your Southside holiday package at no cost within 24 hours of booking. For bookings older than that, you can still make the necessary changes, but your airline, hotel or car rental company may impose a charge. Want more information? Have a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

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 find the perfect gifts to bring home at Havensight Mall during your stay in Charlotte Amalie. Wander through 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 through 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 studying the exhibits at Mango Tango Art Gallery during your travels in 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 in Charlotte Amalie.
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What to do in Southside

Sunset Sail with Cocktails and Appetizers

Sunset Sail with Cocktails and Appetizers

AU$133
per adult
98% of travellers recommend
Sunset Sail with Cocktails and Appetizers
Champagne Sunset Sail from Margaritaville

Champagne Sunset Sail from Margaritaville

AU$154
per adult
94% of travellers recommend
Champagne Sunset Sail from Margaritaville
Tree Limin' Extreme Zipline

Tree Limin' Extreme Zipline

AU$218
per adult
100% of travellers recommend
Tree Limin' Extreme Zipline
See all activities in Southside
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.