Southside Holidays

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Top Southside Flight + Hotel Deals

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

Bunker Hill Hotel

3 out of 5
Price was £1,391, price is now £1,312 per person
£1,312
per person
23 Jan - 30 Jan
found 1 day ago
Return direct flight included
London (LGW) to St. Thomas (STT)
8.2/10 Very good! (1,090 reviews)
Nothing

Reviewed on 2 Nov 2026

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Save 100% on your flight
Price was £2,549, price is now £1,825 per person
£1,825
per person
20 Jan - 29 Jan
found 1 day ago
Return direct flight included
London (LHR) to St. Thomas (STT)
8/10 Very good! (2,461 reviews)
N/A

Reviewed on 2 Nov 2026

Emerald Beach Resort

Emerald Beach Resort

3.5 out of 5
Price was £1,899, price is now £1,623 per person
£1,623
per person
20 Jan - 29 Jan
found 1 day ago
Return direct flight included
London (LHR) to St. Thomas (STT)
8/10 Very good! (1,491 reviews)
Staff remembered us from our previous visits

Reviewed on 29 Oct 2026

The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas

5 out of 5
Price was £11,975, price is now £11,451 per person
£11,451
per person
24 Dec - 1 Jan
found 1 day ago
Return flight included
London (LHR) to St. Thomas (STT)
8.4/10 Very good! (500 reviews)

Mahogany Getaway Herbal Healing U.SV.I.

Mahogany Getaway Herbal Healing U.SV.I.

2.5 out of 5
Price was £2,102, price is now £2,062 per person
£2,062
per person
26 Dec - 2 Jan
found 14 hours ago
Return direct flight included
London (LGW) to Christiansted (STX)
No reviews

Southside Essential Information

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

Top hotels in Southside

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 £386 per night from 29 Nov to 30 Nov
£386
29 Nov - 30 Nov
includes taxes & fees
8.6/10 Excellent! (1,563 reviews)
"I really enjoyed the resort and the staff. They were extremely pleasant and helpful. I would definitely stay here again."

Reviewed on 2 Nov 2026

The Westin St. Thomas Beach Resort & 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
Fully refundableReserve now, pay when you stay
The price is £506 per night from 3 Nov to 4 Nov
£506
3 Nov - 4 Nov
includes taxes & fees
Buoy Haus Beach Resort St. Thomas, Autograph Collection
Bolongo Bay Beach Resort

Bolongo Bay Beach Resort

3 out of 5
7150 Bolongo St. Thomas St. Thomas
Get rates
Bolongo Bay Beach Resort
See all 509 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Southside travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Southside from just £1,312. And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable.
If I'm not able to travel, can I cancel my Southside travel package?
Whether it's your flight or hotel, yes, you can cancel or amend it. Locked in your Southside travel package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may be charged a fee by your airline, hotel or car rental company. For further information, visit our Customer Service Portal. We'll help you each step of the way.
How do I get a cheap travel package to Southside?
Bundle your hotel and flight bookings, throw in extras such as activities or a rental car, and save with a Southside holiday package. You won't just pick up amazing discounts on your adventure — you'll have a world of choice too. When you book through Expedia, you can choose from more than 550 air carriers and 1,000,000 properties around the globe. Your unforgettable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later Southside holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book an incredible getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's easy monthly instalment plans. If making small repayments each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip across multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan with Klarna.

How far in advance should I book my Southside holiday?
Reserving your tickets early with Expedia means one less thing to worry about. Most carriers advertise tickets up to 12 months prior to take off. This is typically the cheapest time to book. If circumstances have left you booking late, incredible deals to Southside are still known to appear just weeks before departure.
What does an Expedia Southside travel package include?
Hotels, flights and a shiny set of wheels for your road trip adventures. Simply mix and match your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and experiences and watch your savings pile up. When it comes to organising your Southside trip, you're the boss!
What should I know before booking a Southside travel package?
Design deals that match your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your escape. You'll save loads just by bundling your bookings. Whether you're taking off on a snow and ski adventure or sunning yourself on a warm beach, your ideal getaway is just clicks away.
Can I choose my airline with a Southside Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You're in control. We have more than 550 partner airlines globally, so you have options galore when organising your Southside adventure.

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

What to do in Southside

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT

£89
per adult
96% of travellers recommend
Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT
Night Kayak Tour St. Thomas - Westin Frenchman's Reef

Night Kayak Tour St. Thomas - Westin Frenchman's Reef

£59
per adult
96% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Champagne Sunset Sail from Margaritaville

Champagne Sunset Sail from Margaritaville

£82
per adult
94% of travellers recommend
Champagne Sunset Sail from Margaritaville
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. Flight-inclusive packages are ATOL protected.