South Side Vacation Packages
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Top South Side Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Le Soleil d'Or CaymanBrac
CA $2,425
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to West End (CYB)
9.4/10 Exceptional! (18 reviews)
From the moment we arrived, this luxury plantation exceeded every expectation. The service was truly five-star, and the staff made us feel like royalty throughout our entire stay.
We stayed in the beautiful three-bedroom, three-bathroom home, which was impeccably clean, tastefully decorated, and equipped with every modern amenity we could have needed. It was the perfect place for my husband, our three kids, and me to relax and enjoy quality family time.
One of our favorite features was the picturesque staircase leading from the top of the bluff down to the pool and restaurant. The walk was absolutely breathtaking and added to the charm and beauty of the property.
The restaurant by the pool was beautiful as well. The ambiance was elegant yet relaxing, the music created the perfect atmosphere, and every meal we ordered was outstanding. The menu offered wonderful choices, and the chefs prepared each dish to perfection. The wait staff was attentive, warm, and genuinely cared about making our experience unforgettable.
We also loved the guided golf cart tour of the stunning 20-acre plantation. Learning about the property while taking in the incredible scenery was a highlight of our trip. To top it off, they hand-cut a variety of fresh fruits for us to sample, which was such a thoughtful and memorable touch.
Every detail of our stay reflected excellence. The accommodations, the hospitality, the food, the scenery, and the personal touches made this one of the best vacations!
Reviewed on Aug 2, 2026
Ready to book your vacation to South Side?
South Side Hotel Deals
Le Soleil d'Or CaymanBrac
2147 South Side Road West End
Fully refundableReserve now, pay when you stay
CA $552
CA $760 total
Aug 16 - Aug 17
includes taxes & fees
9.4/10 Exceptional! (19 reviews)
"From the moment we arrived, this luxury plantation exceeded every expectation. The service was truly five-star, and the staff made us feel like royalty throughout our entire stay. We stayed in the beautiful three-bedroom, three-bathroom home, which was impeccably clean, tastefully decorated, and ..."
Reviewed on Aug 2, 2026
Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck
Cayman Brac
10/10 Exceptional! (68 reviews)
"The property was impeccable in cleanliness. The check in process was very simple and the property manager was present to explain everything. The best part was the fabulous view of the ocean and the reef. We had a resident nurse shark that would come by the shallow reef every afternoon. The pictures ..."
Reviewed on Jul 25, 2026
Only steps to the beach
Cayman Brac Cayman Islands
10/10 Exceptional! (4 reviews)
"Great location and super clean. Would stay here again."
Reviewed on Jan 30, 2026
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 South Side attractions
Cayman Brac Lighthouse
8.8/10 (3 reviews)
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.
West End Point Outlook
9.4/10 (6 reviews)
You can learn about the history of West End with a trip to West End Point Outlook. Amble around this relaxing area's 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.
Rebecca's Cave
8.4/10 (6 reviews)
You can learn about the history of West End with a trip to Rebecca's Cave. Wander the beaches and seaside in the area.
Cio's Craig
You can take time to visit Cio's Craig (Wilderness Wall) during your travels to West End. Amble around the area's beaches, or seek out its snorkeling spots.
National Trust Parrot Reserve
8.8/10 (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.
Bat Cave
8.0/10 (7 reviews)
Commune with nature and explore the great outdoors at Bat Cave during your travels in West End. Amble around this relaxing area's beaches, or seek out the snorkeling spots.
Frequently asked questions
How much does a South Side vacation package cost?
Perhaps less than you might think — from as low as CA $1,533, in fact! By combining hotels, flights and car rentals into a custom-made travel package, your trip to South Side is only clicks away.
How do I get a cheap travel package to South Side?
Simply by bundling. Flights, rental cars and hotels — combine whatever you need into a South Side vacation package to save tons of cash. Score even more bargains when you add extras such as activities or tours to your booking. But that's not the only impressive part. You have the freedom to customize your trip your way. We offer more than 550 partner airlines and 1,000,000 hotels globally, so that everyone has an opportunity to travel and fulfill those vacation dreams.
What are the top hotels in South Side?
Oceanfront Villa - Charming, Romantic and The Alexander #101 - Queen Suite are a couple of great places to stay in East End. A must-do on any good South Side itinerary, we recommend taking the time to fully explore this impressive city.
How far in advance should I book my South Side vacation?
Earlier is always better. Airlines generally release flights nearly 12 months in advance, and this is when you can land some of the lowest prices. Boss just told you to take all your vacation days next week? No need to worry. Expedia are never short on fantastic bargains to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia South Side travel package include?
Packages include hotels, rental cars and flights, but you can mix and match them to create your ideal South Side vacation. You can also add on some activities and experiences once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll score deals you won't find elsewhere.
Can I choose my airline with a South Side Expedia vacation package?
Yes, you sure can. We offer more than 550 partner airlines worldwide, so go with the carrier that suits your budget needs.
If I'm not able to travel, can I cancel my South Side vacation package?
It is possible to cancel your South Side booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.
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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.
