A sandy beach with palm trees and a clear blue sea.

North Side Vacations from $902

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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.
  • Dec 16 - Dec 21

    The Reef Beach Resort, East End, Grand Cayman + Flight

    East End
    5 nights
    3.5 star property
    8.4/10 - Very good (1,104 reviews)
    "In end of october lot of sargassum on the beach mixed with human trash . No way to ho in the water . Every morning small excavator remove the sargassum but noisy and almost 30-40 min around 7 am to 8 am"
    Reviewed November 4, 2026
    Roundtrip • Boston (BOS) - Grand Cayman (GCM)
    BOS - GCM • 1 stop GCM - BOS • 1 stop
    $1,776
    $902
    per traveler
    found 1 day ago
    The Reef Beach Resort, East End, Grand Cayman
  • Jan 6 - Jan 11

    The Grove and The Grove Too + Flight

    Seven Mile Beach
    5 nights
    5.0 star property
    9.6/10 - Exceptional (274 reviews)
    Roundtrip • Boston (BOS) - Grand Cayman (GCM)
    BOS - GCM • 1 stop GCM - BOS • 1 stop
    $2,389
    $1,384
    per traveler
    found 1 day ago
    The Grove and The Grove Too
  • Jan 6 - Jan 11

    Point West Premier Rentals + Flight

    Northwest Point
    5 nights
    4.0 star property
    10/10 - Exceptional (31 reviews)
    "We loved this place. Loved being away from the busy area. There were times we had the roof top pool all to ourselves. We had a car, which I think why we liked it so much. It was clean and the parking was wonderful. The only negative thing I can say is there was a bunch of construction going on in front of the property which made your morning coffee on the balcony a little loud. We would definitely stay again in hopes that the construction was over."
    Reviewed November 2, 2026
    Roundtrip • Boston (BOS) - Grand Cayman (GCM)
    BOS - GCM • 1 stop GCM - BOS • 1 stop
    $2,613
    $1,678
    per traveler
    found 1 day ago
    Point West Premier Rentals
  • Dec 18 - Dec 20

    The Ritz-Carlton, Grand Cayman + Flight

    Seven Mile Beach
    2 nights
    5.0 star property
    9.6/10 - Exceptional (1,000 reviews)
    "A wonderful stay, properly was beautiful and the food was really good but a little on the pricey side. Overall 10/10"
    Reviewed November 1, 2026
    Roundtrip • Boston (BOS) - Grand Cayman (GCM)
    BOS - GCM • 1 stop GCM - BOS • 1 stop
    $1,997
    $1,387
    per traveler
    found 1 day ago
    The Ritz-Carlton, Grand Cayman
  • Jan 4 - Jan 8

    Cayman Luxury Rentals at Ocean Paradise + Flight

    North Side
    4 nights
    4.0 star property
    9.8/10 - Exceptional (43 reviews)
    "Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place."
    Reviewed July 11, 2026
    Roundtrip • Boston (BOS) - Grand Cayman (GCM)
    BOS - GCM • 1 stop GCM - BOS • 1 stop
    $3,004
    $2,104
    per traveler
    found 1 day ago
    Cayman Luxury Rentals at Ocean Paradise

Where to stay in and around North Side

Experience the charm of North Side, where beach lovers and outdoor enthusiasts unite. Relax on pristine shores, embark on exciting excursions, and explore nearby neighborhoods filled with friendly locals, art, and rich history. Enjoy a perfect blend of adventure and tranquility in this stunning Caribbean destination.

Grand Cayman

Discover Grand Cayman, a welcoming destination perfectly suited for adventurous travelers seeking luxury and family-friendly experiences. With stunning beaches, engaging outdoor activities, and attractions such as the historic Mission House and the scenic Mastic Trail South Trailhead, there's something for everyone. Located about 3 miles from North Side, Grand Cayman offers easy access to resort amenities and shopping areas, making it a smart choice for your vacation stay. Enjoy the beauty and excitement this island has to offer!

Rum Point

Experience the charm of Rum Point, an excellent hub for adventure seekers and families eager to enjoy the stunning beaches and outdoor activities of North Side, Cayman Islands. With the beautiful Grand Cayman Beaches and the intriguing Pirate Caves nearby, there's something for everyone to explore. The vibrant marina and shopping areas add to the allure, making Rum Point a smart choice for your vacation stay, offering easy access to these local highlights.

Brinkleys

If you are an adventure seeker or a family traveler, look no further than Brinkleys, located in beautiful North Side, Cayman Islands. This charming village offers easy access to stunning Grand Cayman Beaches, the serene Mastic Trail South Trailhead, and the enchanting Cayman Crystal Caves, ensuring a memorable exploration of nature and relaxation. With a variety of outdoor activities and a welcoming atmosphere, Brinkleys is a smart choice for your stay, making it effortless to enjoy everything the area has to offer.

Old Man Bay

Old Man Bay stands out as a prime spot for adventurous families and beach enthusiasts looking to explore North Side, Cayman Islands. With its stunning natural attractions like the Grand Cayman Blow Holes, the serene Barefoot Beach, and the lush Queen Elizabeth II Botanic Park, visitors can enjoy a variety of outdoor experiences. Old Man Bay is easily accessible, making it a smart choice for travelers seeking both relaxation and adventure in this picturesque locale.

Breakers

Travelers seeking adventure and outdoor experiences will find Breakers in North Side, Cayman Islands, to be an ideal base for their vacation. With its proximity to stunning beaches, the enchanting Grand Cayman Blow Holes, and the serene Queen Elizabeth II Botanic Park, visitors can immerse themselves in the natural beauty of the area. Breakers also offers access to shopping and hiking trails, enhancing the overall experience. Choosing Breakers ensures a memorable stay surrounded by the wonders of the Cayman Islands.

Discover the most popular places to visit in North Side

What to do in North Side

North Side Hotel Deals

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

What's included in a North Side vacation package?

A North Side vacation package lets you combine round-trip flights, a hotel stay, and a rental car for convenient travel. Given North Side's reputation as a beach destination, nearly all package hotels here offer ocean views, allowing you to enjoy the stunning Caribbean Sea from your accommodation. Many hotels near George Town (GCM-Owen Roberts Intl.) may offer these amenities.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a North Side vacation package?

When you bundle, you can save up to 30%*. To save money on a North Side package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's the best vacation package for North Side?

For families seeking the best vacation packages in North Side, a stay at the 4-star Club Suites at Rum Point is an excellent choice. Rated a perfect 10 out of 10, this property offers spacious family rooms and an outdoor pool, making it easy to relax with children. Travelers consistently describe their overall experience as wonderful, highlighting the very friendly staff.


Couples looking for a romantic or luxury North Side vacation package will also find Club Suites at Rum Point appealing. With a spa and an on-site restaurant, it provides a serene setting for unwinding, and its high rating reflects a premium experience.

Is North Side better suited for a beach vacation or a cultural trip?

North Side is primarily a beach destination, making it an excellent choice for a beach-focused North Side vacation. Nearly all package hotels offer ocean views, and the area is home to numerous beautiful beaches like Rum Point Beach, about 7 miles from central North Side, and Cayman Kai Public Beach, about 6 miles away.


While beaches are the main draw, a North Side vacation can also include natural and historical sights. You can explore the impressive underground formations at Cayman Crystal Caves, about 3 miles from central North Side, or discover local flora and fauna at Queen Elizabeth II Botanic Park, about 5 miles away. These attractions offer a pleasant contrast to the coastal activities.

What are the top things to do in North Side?

A North Side vacation offers a mix of beautiful beaches and natural attractions:


Browse and book things to do in North Side on Expedia.

Do you need to rent a car in North Side, or is public transport enough?

For a North Side vacation package, renting a car is highly recommended for exploring the area beyond your resort. North Side is a beach destination outside a city, and attractions like Cayman Crystal Caves (about 3 miles from central North Side) and Queen Elizabeth II Botanic Park (about 5 miles away) are spread out.


While many resorts offer on-site dining and activities, a car provides the flexibility to visit various beaches, such as Rum Point Beach, and other points of interest at your own pace. George Town (GCM-Owen Roberts Intl.) is the main airport, and a rental car allows for easy transfers and independent exploration, making it a good choice for North Side beach vacation packages with flights.

Are North Side vacation package hotels conveniently located?

North Side vacation package hotels offer convenient access to key attractions, particularly those around Rum Point. For example, the 4-star Club Suites at Rum Point, rated a perfect 10 out of 10, is located near Rum Point Beach, which is about 7 miles from central North Side.


This property is well-suited for travelers seeking a relaxing stay with amenities like an outdoor pool, restaurant, spa, and family rooms. Guests frequently praise the wonderful overall experience and very friendly staff. Staying in this area means you're close to popular beaches and water activities, making it ideal for a beach-focused North Side vacation package.

Can I change or cancel my North Side vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking North Side vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later North Side vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your North Side vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to North Side?

To find last-minute vacation packages to North Side, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on North Side vacation packages?

Free cancellation on a North Side vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a North Side vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your North Side getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my North Side vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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