North Side Vacations from $1,177

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Photo by Paul Shaffer -Dee

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.
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Price was $1,868, price is now $1,177 per person
$1,177
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
9.2/10 Wonderful! (49 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

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $7,910, price is now $4,185 per person
$4,185
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (953 reviews)
Staff was accommodating in providing us with a complimentary upgrade ! Very grateful.

Reviewed on Nov 17, 2025

Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Price was $4,139, price is now $2,259 per person
$2,259
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9/10 Wonderful! (1,004 reviews)
Great staff, location, clean

Reviewed on Nov 18, 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 $2,436, price is now $1,467 per person
$1,467
per person
Feb 5 - Feb 9
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

Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $4,088, price is now $2,576 per person
$2,576
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (432 reviews)
Everything was excellent. Very friendly staff. Pom Pom, roof top bar/restaurant had fabulous service. Ask for Tomas!!! Beach front paradise!

Reviewed on Nov 22, 2025

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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

4/5(293 reviews)

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 top-notch 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

4/5(10 reviews)

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

$65
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

$65
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
$986 nightly
The price is $1,071 total per night from Nov 30 to Dec 1
$1,071 total
Nov 30 - Dec 1
Total with taxes and fees
9.6/10 Exceptional! (38 reviews)
Wonderful property! We enjoyed our stay very much!

Reviewed on Sep 30, 2024

Ocean Paradise
Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

Rum Point North Side
10/10 Exceptional! (44 reviews)
Just absolutely stunning. Maya is awesome. The house was gorgeous. Definitely PARADISE. Couldn't have asked for more. The kitchen is stocked and I have to assume Maya is definitely a lover of food. Every spice you can imagine.There are no wants at Coral Loft. Definitely a vacation that gets a perfect ...

Reviewed on Oct 3, 2025

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Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
"Cayman Breeze" - 2BR Oceanfront Condo w/ Quiet Setting near Rum Point

"Cayman Breeze" - 2BR Oceanfront Condo w/ Quiet Setting near Rum Point

Rum Point Grand Cayman
9.8/10 Exceptional! (113 reviews)
Well appointed second floor condo on the north side beachfront in a small quiet development. Comfortable beds and exceptionally clean. Very welcoming with a light on when we arrived after dark. Listen to the waves as you sit on the lanai with your morning coffee and plan your day. Use caution as ...

Reviewed on Nov 16, 2025

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"Cayman Breeze" - 2BR Oceanfront Condo w/ Quiet Setting near Rum Point
See all 1,270 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.

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 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

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Frequently asked questions

How much does a North Side vacation package cost?
You'll find cheap prices from $1,177 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.