North Side Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Paul Shaffer -Dee

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your North Side Vacation

Say farewell to the worries of planning and hello to a North Side vacation package. With everything organized before you take off, you can focus on discovering this city, starting with Renaissance, which is good for watersports, families and underwater activities. Starfish Beach, Grand Cayman Beaches and Rum Point Beach are just a few of the sights you'll want to see during your trip to North Side. Don't put off your visit to this city any longer. Your ultimate North Side vacation is a few clicks away with Expedia.

Top North Side Vacation Deals

Price found within the past 48 hours. Click for updated prices.
ONE Canal Point

ONE Canal Point

3.5 out of 5
Price was CA $2,241, price is now CA $1,470 per person
CA $1,470
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to George Town (GCM)
9.8/10 Exceptional! (143 reviews)
Great stay! Excellent!

Reviewed on Jul. 27, 2025

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was CA $3,668, price is now CA $2,149 per person
CA $2,149
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to George Town (GCM)
9.8/10 Exceptional! (871 reviews)
I love how the hotel is very clean and comfortable. Staff are amazing. The pool is cleaned daily as well. The only down side is the restaurant by the beach doesn’t have a big menu. If you are not into tacos and Latin flavor food, you will have to go outside for food.

Reviewed on Aug. 20, 2025

Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Price was CA $3,855, price is now CA $2,349 per person
CA $2,349
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to George Town (GCM)
10/10 Exceptional! (194 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 Jul. 8, 2025

Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Price was CA $2,774, price is now CA $1,719 per person
CA $1,719
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to George Town (GCM)
8.4/10 Very Good! (1,009 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 Jul. 30, 2025

Black Urchin

Black Urchin

4.5 out of 5
Price was CA $15,684, price is now CA $9,725 per person
CA $9,725
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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 Mar. 26, 2025

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 kilometres 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.

Ready to book your vacation to North Side?

 

Choose your dates

North Side Hotel Deals

Ocean Paradise

Ocean Paradise

4 out of 5
1234 Rum Point Road, North Side, Grand Cayman
9.6/10 Exceptional! (38 reviews)
"Wonderful property! We enjoyed our stay very much!"

Reviewed on Sep. 30, 2024

Get rates
Ocean Paradise
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Northside
9.8/10 Exceptional! (72 reviews)
"Wonderful family vacation! The house and location were beautiful. We really enjoyed the pool and swimming and kayaking in the ocean right out the back door. The gazebo at the end of the dock was a great place to relax!"

Reviewed on Aug. 10, 2025

Get rates
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

Grand Cayman
9.8/10 Exceptional! (72 reviews)
"The beach access was through 6 feet of 2 feet deep washed up seaweed. Certainly not the picture posted. Also had to navigate through weed burrs to even get to the beach, lots of drama. Otherwise the house was very clean and appointed. Service spot on and flawless communication."

Reviewed on Aug. 18, 2025

Get rates
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
See all 1,438 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

Queen Elizabeth II Botanic Park

Queen Elizabeth II Botanic Park

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

Queen Elizabeth II Botanic Park

What to do in North Side

Grand Cayman Bioluminescent Bay Adventure

Grand Cayman Bioluminescent Bay Adventure

CA $205
per adult
Grand Cayman Bioluminescent Bay Adventure
Private Guided Boat Charters in The Cayman Islands

Private, Guided Boat Charters in The Cayman Islands

CA $688
per traveller
Private, Guided Boat Charters in The Cayman Islands
Cayman Private Luxury Charters - Stingray City, Snorkel, & More

Cayman Private Luxury Charters - Stingray City, Snorkel, & More

CA $1,101
per traveller
Cayman Private Luxury Charters - Stingray City, Snorkel, & More
See all activities in North Side

Frequently asked questions

How much does a North Side vacation package cost?
You'll find cheap prices from CA $1,470 on Expedia for your North Side escape. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to North Side costs.
What are the cheapest months to go to North Side?
You're likely to find lower rates and greater availability in August, September and October. Explore our cheap North Side vacation packages and you could get some great off-season deals.
How many days is enough for North Side?
We'd recommend booking a North Side vacation for a minimum of 6 days. This will allow you time to visit top attractions including Star Fish Point and Barefoot Beach, and also explore neighbourhoods like Breakers and Brinkleys. You might even be able to squeeze in a day trip beyond North Side.
Is it worth booking a vacation package to North Side?
Well known for its coastal beaches, underwater activities and fishing, a North Side vacation is a hit with all kinds of visitors. Be sure to visit key sights like Mastic Trail North Trailhead and Babylon, and consider renting some wheels for day trips to explore even more.
How to find the best North Side package deals?
Begin your search for a North Side package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal North Side package deal straight away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your North Side adventure underway.
Is it cheaper to book a North Side vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still get the flexibility to create a customized North Side vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to North Side?
Land incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu North Side break.
How to plan a trip to North Side?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to North Side.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to experiences and flights. Your accommodations will likely be the largest expense during your trip to North Side.
  3. Decide how many days away: Start by compiling a list of the activities and attractions you want to experience in North Side. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized North Side vacation package.

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