North Side Holidays

Photo by Paul Shaffer -Dee

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Top Flight + Hotel Deals in North Side

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
per person
18 Oct - 25 Oct
found 1 day ago
Return flight included
Dublin (DUB) to George Town (GCM)
8.4/10 Very Good! (1,004 reviews)
Dated property, not as pictured when selecting a location to stay on line. Request made several times for fresh towels but was not done, went to front desk for assistance.

Reviewed on 30 Jul 2025

Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
18 Oct - 25 Oct
found 1 day ago
Return flight included
Dublin (DUB) to George Town (GCM)
10/10 Exceptional! (2 reviews)
Property is Beautiful and very private. One downside is being so far from extracurricular activities

Reviewed on 26 Mar 2025

Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Save 100% on your flight
per person
18 Oct - 25 Oct
found 1 day ago
Return flight included
Dublin (DUB) to George Town (GCM)
10/10 Exceptional! (193 reviews)
This place is fantastic! The beach is just a few steps away, our villa was clean and modern and within walking distance of restaurants. Everyone was friendly and helpful. They went above and beyond to make our vacation a relaxing one. We will definitely be returning.

Reviewed on 8 Jul 2025

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Save 100% on your flight
per person
18 Oct - 25 Oct
found 1 day ago
Return flight included
Dublin (DUB) to George Town (GCM)
9.8/10 Exceptional! (834 reviews)
This was a relaxing stay. It was clean the beach is awesome and ALL staff that I encountered were pleasant. What a sweet stay! I will be back!!!!!

Reviewed on 23 Jul 2025

Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
per person
18 Oct - 25 Oct
found 1 day ago
Return flight included
Dublin (DUB) to George Town (GCM)
9.6/10 Exceptional! (25 reviews)
Amazing, beautiful property! Fantastic food, gorgeous pool! Can't wait to go back.

Reviewed on 2 Jul 2025

North Side Beach Holiday

Listen to the waves breaking onto the shore and stroll by the shimmering waters on your North Side holiday. If you need a break from daily life, a trip to North Side is your ticket to fun and relaxation. We have a great range of North Side packages to select from. Snap up one near Starfish Beach, just 6 kilometres from the centre of town, and live out your holiday dreams without hurting your budget.

Things You Should Know About North Side

  • If fresh ocean breezes and water views are your idea of a dreamy escape, why not think about one of our North Side beach hotels? Staying near the water is the perfect antidote to life's daily stresses.
  • Private holiday homes are another top choice for travellers planning a holiday in North Side. Two great examples are Ocean Paradise and Parrot-ise Villa by Cayman Holiday.
  • Don't forget to visit our North Side things to do page for some trip planning inspiration. With a population of around 1,200 in North Side, we're sure there'll be one or two locals who'll be pleased to give you some extra advice!
  • North Side holiday deals are one of the best ways to save on exciting experiences. Some ideas, such as Starfish Beach, Mastic Trail North Trailhead and Mastic Trail South Trailhead, belong at the very top of your must-do list.

Top hotels in North Side

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

2 out of 5
North Side
10/10 Exceptional! (21 reviews)
"This property was just what we had hoped for! A quiet retreat right on the beach when we were done with our daily adventures. Loved that it was located so close to all of the excursions that we had. String Ray city tour, bio bay, starfish point, snorkeling at rum point, Chrystal caves. It is about ..."

Reviewed on 20 Jul 2025

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Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Northside
9.8/10 Exceptional! (71 reviews)
Beautiful Property, Great Location
"My husband and I took our children and grandchildren to the Caymen Islands for Spring Break and stayed in this wonderful home. For our family the house worked out so well. There was plenty of space, we enjoyed the pool, the Gazebo, the kayaks, and all the extras. The location was great for what we ..."

Reviewed on 14 Jul 2025

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BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Cayman Islands
9.4/10 Exceptional! (30 reviews)
"We really enjoyed our stay at the Romantic Reef! The house was perfect to host our friends. The pool area/beach really made the trip!"

Reviewed on 30 Jul 2025

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Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
See all 1,450 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.

Popular places to visit

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

What to do in North Side

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

€48
per adult
100% of travellers recommend
Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point
Beautiful Stingrays on sandbar.

Starfish Point, Stingray City & Coral Garden (3-STOP Adventure)

€69
per adult
100% of travellers recommend
Starfish Point, Stingray City & Coral Garden (3-STOP Adventure)
Heading over to Bio Bay

Grand Cayman - Bioluminescent Bay Tour

€82
per adult
88% of travellers recommend
Grand Cayman - Bioluminescent Bay Tour
See all activities in North Side

Frequently asked questions

How much does a North Side holiday package cost?
You'll find cheap prices from €1,590 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.