North Side Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

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
per person
Aug 30 - Sep 4
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to West End (CYB)
10/10 Exceptional! (3 reviews)
Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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

Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!

Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!

Stake Bay
10/10 Exceptional! (20 reviews)
Short and Sweet
"We stayed on the Brac for 3 nights and although short, it was great. The villa had everything we needed and Lynne was quick to answer any questions we had."

Reviewed on May 16, 2025

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Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!
Beach House Footsteps From The Water...

Beach House Footsteps From The Water...

Cayman Brac
10/10 Exceptional! (41 reviews)
White Sands Hideaway
"This gorgeous home on the beach far exceeded our expectations in every way. The hosts of this home-away-from-home have created a beautiful place to stay that has all the conveniences that you could need. Any questions about the property were promptly answered by the hosts. The site manager is wonderful ..."

Reviewed on May 30, 2025

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Beach House Footsteps From The Water...
Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool

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

Stake Bay
10/10 Exceptional! (58 reviews)
"Wonderful house and perfect location. Could not ask for a better place to stay. We will definitely be back!"

Reviewed on Jul. 16, 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 $1,578, 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.