South Side Vacation Packages 2025 from $1,113

South Side flight + hotel vacation packages

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

Le Soleil d'Or CaymanBrac

per person

Jul 4 - Jul 7

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to West End (CYB)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a garden, and luggage storage are also on offer.

Conch Club Cottage

per person

Aug 18 - Aug 22

found 1 day ago

Roundtrip flight included

New York (JFK) to West End (CYB)

A private beach, 2 restaurants, and 2 outdoor pools are all featured at this hotel. Enjoy beachfront dining and relax with free beach cabanas and sun loungers. Families will appreciate the onsite laundry facilities and in-room childcare.

Top South Side hotels deals

Le Soleil d'Or CaymanBrac

2147 South Side Road, West End

$446 nightly

$492 total

Jun 16 - Jun 17

Total includes taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a garden, and luggage storage are also on offer.

Pool

Breakfast included

Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck

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This condo featured laundry facilities and barbecue grills.

Kitchen

Washer

The Alexander # 210 - Queen Suite

$255 nightly

$278 total

May 31 - Jun 1

Total includes taxes and fees

An outdoor pool is featured at this aparthotel, along with laundry facilities.

Pool

Kitchen

Southern Exposure, Secluded New Beach House on Cayman Brac! Divers delight!

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Only steps to the beach

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This condo features laundry facilities.

Kitchen

Washer

Villa, Pool, 3 Bdrms, 2.5 baths, breathtaking views, reef protected area, kayaks

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An outdoor pool is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

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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.

Popular places to visit

Cayman Brac Lighthouse

You can learn about the history of East End with a visit to Cayman Brac Lighthouse. Amble around this relaxing area's beaches, or seek out the snorkeling spots.

National Trust Parrot Reserve

4.5/5(3 reviews)

Explore the great outdoors at National Trust Parrot Reserve, a lovely green space in East End. Stroll along the beaches or seek out the snorkeling spots.

Conch Rock

Commune with nature and explore the great outdoors at Conch Rock during your travels in East End. Amble around this relaxing area's beaches, or seek out the snorkeling spots.

Frequently asked questions

How much are vacation packages to South Side?

Starting from as little as $1,113, hotel and flight packages are an ideal way to stretch your vacation budget. Get ready South Side — here you come!

Where can I get the best vacation package deals for South Side?

There are exciting South Side package deals to be scored with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties across the globe? Keep that in mind the next time you’re ready to cross another destination off the old bucket list.

Why should I purchase my South Side vacation package via Travelocity?

Because we believe in creating stress-free travel experiences. From flights and hotels to car rentals and activities, our packages make it a breeze to save. Our customer support is available 24/7 to ensure your needs are taken care of. We also have an amazing Price Match Guarantee, so you can lock in your trip knowing you’ve landed the best deal possible. If you find a lower price, we’ll match it!

Can I save money on my South Side car rental if I bundle it with my hotel or flight?

Absolutely. And our South Side vacation packages will help you do it. With only a few clicks you can save money and time by booking everything in one place. Pick up the keys to your rental car and feel the freedom of the open road. Searching for things to do? Add a few tours to your package and make savings on those too.

Which airport is best for South Side?

Gerrard Smith Intl. Airport (CYB) is where many people start their adventures in South Side. Edward Bodden Airfield Airport (LYB) is another option to check out.

What is there to do in South Side?

A visit to South Side won’t be complete without venturing out to see Cayman Brac Beaches. Ensure this big-name attraction is at the top of your travel schedule.