North Side Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Paul Shaffer -Dee

Top hotels in North Side

Ocean Paradise
Ocean Paradise
4 out of 5
1234 Rum Point Road, North Side, Grand Cayman
"Wonderful property! We enjoyed our stay very much!"

Reviewed on 30 Sep 2024

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Ocean Paradise
On The Bay
On The Bay
4 out of 5
67 Old Robin Rd, North Side, North Side
10/10 Exceptional! (6 reviews)
"We love how secluded the condo was and it was even better that there were only one other unit rented at the same time. It was like our own private resort. The condo was huge and spotless and the view was amazing. This was exactly the trip we wanted to have!"

Reviewed on 23 May 2025

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On The Bay
Club Suites at Rum Point
Club Suites at Rum Point
4 out of 5
2166 Rum Point Dr, North Side, North Side
9.6/10 Exceptional! (24 reviews)
"What an excellent staycation, we cannot wait to return. It was a very smooth check in process, and the suite that we were given was huge, and very well equipped. The pillows were wonderful, the towels were thick, and there were more coffee pods than we could have ever used! Wow. It was such a quiet ..."

Reviewed on 23 Jun 2025

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Club Suites at Rum Point
See all 1,432 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.

Frequently asked questions

How much does a North Side holiday package cost?
You'll find cheap prices on Expedia for your North Side break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your holiday to North Side costs.
What are the cheapest months to go to North Side?
You're likely to find lower prices and better availability in August, September and October. Check out our cheap North Side holiday packages and you could land some excellent off-season deals.
How many days is enough for North Side?
With around 6 days, you'll have enough time to visit popular neighbourhoods like Breakers and Brinkleys during your North Side holiday. Remember to also add Cayman Kai Public Beach and Starfish Beach to your sightseeing list. Searching for more adventures? Consider venturing outside of North Side on tours and day trips.
Is it worth booking a holiday package to North Side?
Whether you want to visit major sights like Mastic Trail North Trailhead and Babylon on your North Side holiday, or coming for its excellent coastal beaches, underwater activities and fishing, there's something for everyone here. With so many things to see and do, you'll soon learn why so many travellers think North Side is a good holiday destination.
How to find the best North Side package deals?
Bagging a cheap North Side package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly North Side package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a North Side holiday as a package?
You can enjoy significant savings on your next North Side retreat by booking a customised holiday package. Check the "Package" heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to North Side?
If you're planning an impromptu North Side getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to North Side?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to North Side.
  2. Plan your budget wisely: As well as the cost of your accommodation, you'll need to factor in other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may come up during your trip to North Side.
  3. Decide how long to go away for: Now that you're more familiar with North Side, you can work out the perfect length of your holiday. Put together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a North Side holiday package that brings all your bookings together.

Popular places to visit

Starfish Beach

Starfish Beach

4/5(2 reviews)

If a restful holiday is part of your travel plans, Starfish Beach might be the perfect place to visit during your trip to Rum Point. Wander the area's seaside or simply enjoy one of its seafood restaurants.

Starfish Beach
Queen Elizabeth II Botanic Park

Queen Elizabeth II Botanic Park

Enjoy the spectacular coral reefs and explore Queen Elizabeth II Botanic Park, a lovely green space in Breakers. Stroll along the seaside in this relaxing area or visit its top-notch restaurants.

Queen Elizabeth II Botanic Park

Mastic Trail South Trailhead

Explore the lovely green spaces of Mastic Trail South Trailhead and enjoy the snorkelling in Breakers. Wander through the beautiful beaches and seaside in this relaxing area.

Mastic Trail South Trailhead