North Side Vacations from $1,400

Book a Hotel + Flight or Car together to unlock savings

Photo by Paul Shaffer -Dee

  • Plan, book, travel with confidence

    • Better together

    Save up to $1,045 when you book a flight and hotel together*

    Find the right fit

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

    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.

The Latest North Side vacation packages

Price found within the past 48 hours. Click for updated prices.
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Save 100% on your flight
Price was $2,058, price is now $1,400 per person
$1,400
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.6/10 Exceptional! (213 reviews)
The accommodations were pristine in every possible way. I had a great holiday

Reviewed on Oct 10, 2025

Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $29,185, price is now $17,586 per person
$17,586
per person
Dec 13 - Dec 20
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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

Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Save 100% on your flight
Price was $2,219, price is now $1,408 per person
$1,408
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
9.2/10 Wonderful! (47 reviews)
Area was convenient to all of the 7 mile beach area , we were there 10 days , apartment nice but not equipped very well found the bed for us uncomfortable but overall not a bad place , no elevator nice pool area with barbecue.

Reviewed on Sep 28, 2025

Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point

4 out of 5
Save 100% on your flight
Price was $2,718, price is now $1,760 per person
$1,760
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
10/10 Exceptional! (6 reviews)
Its beautiful and spacious really well put together loved every moment

Reviewed on Aug 4, 2025

Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,132, price is now $1,468 per person
$1,468
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.6/10 Exceptional! (38 reviews)
Wonderful property! We enjoyed our stay very much!

Reviewed on Sep 30, 2024

Don't see what you're looking for?
See all available trips from Columbus to North Side
View all trips

Discover the most popular places to visit in North Side

If you’ve ever wanted to touch starfish, go to Starfish Point in Grand Cayman. Always keep the starfish in water. Pick them up and flip them over but set them down gently right side up. #LifeAtExpedia #GrandCayman #Starfish #OceanLife

Starfish Beach

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

Starfish Beach
Wander the botanic park and gardens or tour the Blue Iguana Recovery Program. More on www.ajauntwithjoy.com

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 beautiful beaches in this relaxing area, or check out its lively bars.

Queen Elizabeth II Botanic Park

Mastic Trail South Trailhead

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

Mastic Trail South Trailhead

What to do in North Side

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

$55
per adult
100% of travellers recommend
Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point
Heading over to Bio Bay

Grand Cayman - Bioluminescent Bay Tour

$95
per adult
84% of travellers recommend
Grand Cayman - Bioluminescent Bay Tour
Stingray Sandbar, Snorkeling, and Starfish Point

Stingray Sandbar, Snorkeling, and Starfish Point

$56
per adult
100% of travellers recommend
Stingray Sandbar, Snorkeling, and Starfish Point
See all activities in North Side

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
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

North Side
10/10 Exceptional! (49 reviews)
"Gorgeous house perfect for our family reunion"

Reviewed on Oct 8, 2025

Get rates
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

North Side, North Side
10/10 Exceptional! (1 review)
"The Pool was large and the pool deck was gigantic! The inside of the house is absolutely gorgeous with tons of amenities, kitchen aid, blenders, espresso maker, everything you could think of for serving many people. The private beach was absolutely serene! The family can't wait to go back! Bikes, ..."

Reviewed on Sep 26, 2025

Get rates
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
See all 1,415 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.

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 4 miles (7 km) 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 Essential Information

Language
English
Closest Airport
Owen Roberts Intl. Airport (GCM)
Population
1,200
Max Temp Winter
80ºF
Max Temp Summer
85ºF
Top Sights
Seven Mile Beach, Governors Beach and Camana Bay

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a North Side vacation package cost?
You'll find cheap prices from $1,400 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?
If you'd like to snag a cheap North Side vacation package, consider traveling in January, September and December. You'll usually find better rates on flights and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for North Side?
With around 6 days, you'll have enough time to enjoy popular neighborhoods like Brinkleys and Breakers during your North Side vacation. Be sure to also add Star Fish Point and Cayman Kai Public Beach to your must-do list. Looking for more adventures? Consider exploring outside of North Side on day trips and tours.
Is it worth booking a vacation package to North Side?
Popular for its nature, dining and watersports, a North Side vacation has something for everyone. Be sure to visit key sights like Mastic Trail North Trailhead and Babylon, and consider renting a set of wheels for day trips to experience even more.
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. Choose when to get away: Check your calendar and get packing. Your preferred season and the activities on offer will also help you decide when to vacation in North Side.
  2. Set your budget: Factor in costs like food, flights and transportation when working out how much to set aside for your trip to North Side. Then, select a property that fits your budget, whether that's an economical option or a high-end retreat.
  3. Use Expedia's trip planning tool to explore North Side: Research every aspect of your trip to North Side with this handy planner. Invite your family and friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide your trip length: Think about how long you want to spend discovering North Side. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a North Side vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Read our dedicated travel guide to find some exciting things to do in North Side. Book tickets or make reservations before you go to save time and skip the hassle of looking for activities once you arrive.

Does Expedia offer Book Now, Pay Later North Side vacation packages?
Your North Side getaway should be a relaxing escape from your daily routine, not a source of money worries. So to allow you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.