Deals on vacations and trips to Southside

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Southside flight + hotel vacation 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 $1,343, price is now $844 per person
$844
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Christiansted (STX)
A full-service spa, 2 outdoor pools, and a hot tub are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.
Carina Bay Boutique All Inclusive Resort & Casino

Carina Bay Boutique All Inclusive Resort & Casino

3.5 out of 5
Price was $3,242, price is now $1,637 per person
$1,637
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Christiansted (STX)
A casino, 2 restaurants, and 2 outdoor pools are all featured at this all-inclusive hotel. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and free self parking.
Oceans at Divi Carina Bay Adults Only

Oceans at Divi Carina Bay Adults Only

4 out of 5
Save 100% on your flight
Price was $2,487, price is now $1,359 per person
$1,359
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Christiansted (STX)
A casino, 3 restaurants, and 2 outdoor pools are all featured at this all-inclusive hotel. Dine at the beachfront restaurant and relax with beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and free self parking.
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Save 100% on your flight
Price was $2,133, price is now $1,368 per person
$1,368
per person
Mar 30 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
This smoke-free hotel features 2 outdoor pools, a gym, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas.
The Frederiksted Hotel

The Frederiksted Hotel

3 out of 5
Downtown Frederiksted
Price was $1,698, price is now $1,104 per person
$1,104
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Christiansted (STX)
A rooftop terrace, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

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
$810 nightly
The price is $909 total per night
$909 total
Jan 22 - Jan 23
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Enjoy a day at the beach kayaking, or relax with beach cabanas. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
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
$1,022 nightly
The price is $1,147 total per night
$1,147 total
Feb 8 - Feb 9
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and outdoor pool are some of the featured amenities. Relax with a drink at the poolside bar and enjoy perks like free WiFi. Valet parking, dry cleaning, and luggage storage are also offered.
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
$365 nightly
The price is $411 total per night
$411 total
Jan 30 - Jan 31
Total with taxes and fees
This hotel features an outdoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking.
Pool
Breakfast included
Bolongo Bay Beach Resort

Bolongo Bay Beach Resort

3 out of 5
7150 Bolongo St. Thomas St. Thomas
Get rates
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. There's a poolside bar on site, and concierge services and wedding services are also provided.
Pool
All inclusive
Marriott's Frenchman's Cove

Marriott's Frenchman's Cove

4 out of 5
7338 Estate Bakkeroe St. Thomas
$1,019 nightly
The price is $1,146 total per night
$1,146 total
Jan 27 - Jan 28
Total with taxes and fees
This smoke-free condo resort features 2 outdoor pools, a 24-hour gym, and a restaurant. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site. Enjoy the hot tub and perks like free WiFi.
Pool
Hot Tub
Boundless Bliss Hotel

Boundless Bliss Hotel

2.5 out of 5
4044 Raphune Hill Rd St. Thomas St Thomas
Free Cancellation
Reserve now, pay when you stay
$200 nightly
The price is $223 total per night
$223 total
Jan 24 - Jan 25
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A terrace and a garden are also provided.
Pet friendly
Parking included
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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

St. Thomas, USVI #aquatrove
St. Thomas, USVI #aquatrove
Rainbow after storm #aquatrove
Although it's a tour and there are lots of other people there, we highly recommend the Turtle Cove sail & snorkel with Doubloon Pirate ships. We had such a great time. Check out our blog post about our afternoon at Turtle Cove http://bit.ly/QGnbyF #Caribbean, #turtle, #travel
All vacations have to come to an end. We had a great family vacation!

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 $844. 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.