North Side Vacation Packages

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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

2 out of 5
Price was CA $2,983, price is now CA $2,461 per person
CA $2,461
per person
Jul 25 - Aug 1
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to Little Cayman (LYB)
10/10 Exceptional! (7 reviews)
Adorable tiny cottage with modern amenities, direct access to pool and beach. Place was clean equipped with everything needed for a short stay. The beds were not very comfortable but we still enjoyed our stay very much and would stay again any day of the week!

Reviewed on Nov 4, 2025

Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
Price was CA $3,405, price is now CA $2,891 per person
CA $2,891
per person
Jul 25 - Aug 1
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to West End (CYB)
9.4/10 Exceptional! (16 reviews)
The room and amenities were spotless. The food was excellent as well as the service. Beautiful and quiet

Reviewed on Feb 16, 2026

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North Side Hotel Deals

RazorBrac SeaEsta - Private Beachfront Home

RazorBrac SeaEsta - Private Beachfront Home

Cayman Brac Sister Islands
10/10 Exceptional! (33 reviews)
"Lovely and wonderful house provided relaxing getaway for a couple. Caretaker met us at airport and lead us to house was very helpful as we landed after sunset and house is off a side road. Well stocked kitchen. Comfortable bed. Plenty of linens. Very clean. Washer dryer is a plus. Excellent WiFi. ..."

Reviewed on Apr 30, 2026

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RazorBrac SeaEsta - Private Beachfront Home
Luxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views

Luxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views

Stake Bay Cayman Brac
10/10 Exceptional! (70 reviews)
"If I could give more than 5 stars I would! We’ve been visiting the Brac 2-3 times a year for 11 years. This property was fabulous! Loved the central location, the grounds and pool (and hammock area) were beautiful and so well maintained. The house itself felt the most like home of any house we’ve ..."

Reviewed on Jun 7, 2026

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Luxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views
Serenity On The Bay2 - Two Bed Cayman Brac - Airport Shops Restaurants Close!

Serenity On The Bay2 - Two Bed Cayman Brac - Airport Shops Restaurants Close!

Cayman Brac Cayman Islands
9.8/10 Exceptional! (26 reviews)
"Cute and convenient place to stay. Excellent communication from the host and no problems while there. We really enjoyed our stay!"

Reviewed on Jun 18, 2026

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Serenity On The Bay2 - Two Bed Cayman Brac - Airport Shops Restaurants Close!
See all 81 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.
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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

Can I cancel my flight booking to North Side due to COVID-19?
Our handy Customer Service Portal has important information about changing or canceling your flight due to COVID-19. Before purchasing your tickets, it's smart to look over the terms and conditions of your preferred airline too.
What's the best way to find cheap flights to North Side that have flexible change policies?
By using our handy "No change fee" filter, that's how. Just type in your origin, destination and travel dates, click "Search," then tick the checkbox under the "Flexible change policies" subheading (it's on the left). Expedia makes it a cinch to find flexible, cheap fares to North Side.
What are some of the general tips for travelers to North Side during the COVID-19 outbreak?
In the face of the COVID-19 pandemic, traveling today comes with a few more challenges. Take note of the following information before jumping on your flight to North Side:
  • Investigate if any travel restrictions apply to your origin and destination before locking in your flight. Also check if there are any conditions you'll have to follow on arrival, such as installing a contact tracing app.
  • Requirements state that you must wear a face mask throughout your travel experience, including at screening checkpoints. You should be prepared to adjust your mask for ID purposes when asked by a TSA employee.
  • To reduce the likelihood of cross-contamination, place your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA officer.
  • One container of liquid hand sanitizer is now permitted in your carry-on luggage. It must be no bigger than 12 oz (350 ml), and you'll need to take it out of your bag for X-ray screening.
  • Put any personal items (like your phone and wallet) in your carry-on rather than a bin to reduce handling during screening.
  • Separate any food you have for X-ray scanning. Food items often set off the alarm. Placing them in a clear plastic bag and into a bin reduces the need for a TSA officer to handle and inspect your belongings.

Which airlines fly to North Side?
Let Cayman Airways fly you there. This leading carrier schedules 390 flights a month to Owen Roberts Intl. Airport (GCM), a North Side gateway.
How can I find cheap tickets to North Side?
A helpful strategy for scoring cheap tickets is to be flexible with your dates. Start by searching for your flight to North Side, then click on the "flexible dates" box to see prices for nearby days. Want another tip? Book well in advance. To give you an idea of costs, was the best price for a flight to North Side in the last seven days.
How much is a flight to North Side?
The cost of a round-trip ticket to North Side in the last seven days fluctuated between and . If you were traveling one way from (), you could have purchased a deal from just .
What are the most popular airports to fly into in North Side?
A major gateway to North Side, about 408 flights land at Owen Roberts Intl. Airport (GCM) each month. Look for the best deal, reserve your fare and get ready to experience this wonderful region.
When is the cheapest time to fly to North Side?
If you can be flexible with what date you travel to North Side, leave earlier in the week. The cheapest day to take off is usually Tuesday, followed by Monday. Saturday is typically the priciest day, with lots of vacationers preferring to take off on the weekend.
How much is a plane ticket to North Side?
Airfares varied from to over the last seven days. When you're ready to book, we're here to help land an awesome deal to North Side.
Which airlines with flights to North Side employ COVID-19 cleanliness policies?
As a response to the current pandemic, airlines around the world have introduced measures to help both passengers and crew feel more comfortable when in the air. Jet off with confidence again aboard one of these respected carriers:
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.