North Side Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top North Side Vacation Deals

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

Conch Club Cottage

3 out of 5
Price was CA $2,458, price is now CA $1,909 per person
CA $1,909
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Little Cayman (LYB)
10/10 Exceptional! (4 reviews)
The cottage was very nice, with access to bikes, kayaks and 2 pools.

Reviewed on Jul. 27, 2025

Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
Price was CA $2,786, price is now CA $2,248 per person
CA $2,248
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to West End (CYB)
9.2/10 Wonderful! (11 reviews)
We love this property!! The service is outstanding and the staff is lovely. 100% recommend

Reviewed on May 19, 2025

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North Side Hotel Deals

Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!

Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!

West End. Cayman Brac
9.2/10 Wonderful! (19 reviews)
"A very enjoyable stay at Serenity on the Bay. Great location and space. Thank you Margaret"

Reviewed on Jul. 23, 2025

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Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!

Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!

Cayman Brac
9.8/10 Exceptional! (16 reviews)
Nice week on the shore
"Nice quiet place on the sea. Mostly rough surf while we were there, but plenty of other easy entry places into water for snorkeling."

Reviewed on Dec. 25, 2024

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Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!
Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool

Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool

Stake Bay
10/10 Exceptional! (59 reviews)
July 2025 Visit
"The house was very clean and exactly what we needed. The snorkeling right outside the house was amazing. We would highly recommend this property. The owners were very easy to communicate with and the property manager was wonderful. LOVE IT!!!!"

Reviewed on Aug. 2, 2025

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Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool
See all 82 properties in North Side
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in North Side

Peter's Cave

Commune with nature and explore the great outdoors at Peter's Cave during your travels in Spot Bay. Amble around this relaxing area's beaches, or seek out the snorkeling spots.

Peter's Cave

Frequently asked questions

How much does a North Side vacation package cost?
Starting from only CA $1,909, a package is your ticket to low-cost travel. Put together your North Side trip by choosing from our huge range of flights, hotels and rental cars.
How do I get a cheap travel package to North Side?
You'll save loads of cash if you combine your car rentals, flights and hotels into a North Side vacation package. Sometimes cheap means fewer choices. But not with Expedia. We offer over 550 partner airlines and 1,000,000 properties all over the world, so you'll always have plenty of options to choose from. Like to save even more? Add some popular activities to your package deal to unlock even more bargains! After all, travel is about more than simply getting to your destination.
What are the top hotels in North Side?
Tibbetts Turn is one destination that most travelers to North Side have on their itinerary. For an enjoyable stay here, have a look at Oceanfront Villa - Charming, Romantic and The Alexander #101 - Queen Suite.
How far in advance should I book my North Side vacation?
It can be hard to know exactly when is the perfect time to book your vacation to North Side. But usually the earlier you book, the better the prices. Sometimes, you can book your flights and hotels nearly 12 months prior to your departure date. If you're thinking of a last-minute getaway, no need to stress! There are unbeatable bargains popping up on Expedia every single day.
What does an Expedia North Side travel package include?
That depends on what you're after. If you're traveling solo, you might decide to combine hotels and flights. Taking the whole crew to North Side? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the flexibility and freedom to build your own travel package.
What should I know before booking a North Side travel package?
Whether it's adventure or relaxation you're seeking, a North Side vacation package lets you organize your escape your way. Plus, you'll score great discounts just for combining your accommodations with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a North Side Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the freedom to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my North Side vacation package?
Plans can change without warning, so yes, you can. You may be able to amend or cancel your North Side vacation package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your airline, hotel or car rental company may charge additional fees. Want more information? Check out our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.