North Side Vacations

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Photo by Paul Shaffer -Dee

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Find the Best North Side Vacation Packages

North Side Beach Vacation

Listen to the waves breaking onto the shore and stroll by the shimmering waters on your North Side vacation. 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 kilometers from the center of town, and live out your vacation 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 vacation homes are another top choice for travelers planning a vacation in North Side. Two great examples are Ocean Paradise and Parrot-ise Villa by Cayman Vacation.
  • 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 vacation 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.

North Side Hotel Deals

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 2024/9/30

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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 2025/5/23

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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! (25 reviews)
"Amazing, beautiful property! Fantastic food, gorgeous pool! Can't wait to go back."

Reviewed on 2025/7/2

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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 vacation 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 vacation 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 vacation 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 neighborhoods like Breakers and Brinkleys during your North Side vacation. 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 vacation package to North Side?
Whether you want to visit major sights like Mastic Trail North Trailhead and Babylon on your North Side vacation, 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 travelers think North Side is a good vacation 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 vacation as a package?
You can enjoy significant savings on your next North Side retreat by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation 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 accommodations, 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 vacation. 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 vacation 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.