North Side Vacation Packages 2025/2026 from $881

North Side flight + hotel vacation packages

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

ONE Canal Point

$881

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

This aparthotel's 2 outdoor pools and gym are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Kimpton Seafire Resort + Spa by IHG

Save 100% on your flight

$1,269

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Wyndham Reef Resort Grand Cayman

Save 100% on your flight

$908

per person

Nov 8 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this resort. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the 2 hot tubs and perks like free WiFi.

Galleon Villas by Hello Cayman Vacation

Save 100% on your flight

$1,493

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

This villa features a terrace, laundry facilities, and free self parking. Relax with free beach cabanas, sun loungers, and beach umbrellas. A garden, a picnic area, and concierge services are also on offer.

Morritts Tortuga Club

Save 100% on your flight

$1,141

per person

Nov 8 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this hotel. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities.

Top North Side hotels deals

Ocean Paradise

1234 Rum Point Road, North Side, Grand Cayman

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This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the onsite laundry facilities and babysitting. There's an outdoor pool on site, and a terrace and a garden are also provided.

Pool

Kitchen

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

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An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

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

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An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Families will appreciate the arcade/game room and barbecue grills. Concierge services are provided for your convenience.

Pool

Kitchen

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

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This vacation home features an outdoor pool and an indoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. There's a swim-up bar on site, and laundry facilities and concierge services are also provided.

Pool

Kitchen

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock

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An outdoor pool is featured at this villa, along with laundry facilities and barbecue grills.

Pool

Kitchen

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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.

Popular places to visit

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.

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 seaside in this relaxing area, or check out its top-notch restaurants.

Cayman Kai Public Beach

Why not spend a lazy afternoon at Cayman Kai Public Beach during your trip to Rum Point? Amble around the area's beautiful beaches or seek out the snorkeling spots.

Frequently asked questions

How much are vacation packages to North Side?

Your travel fantasies can come to life in North Side for as little as $881. Our package deals include flights and hotels, and they'll make your booking a cinch. The only thing you'll need to concentrate on is having an incredible time.

How long should my North Side vacation be?

Many travelers pack their bags and explore the sights of North Side for an average of 9 nights. That's a good starting point, but don't feel limited by it. Whether you only stay a couple of nights to see the famous sights or settle in to explore new places, an amazing getaway awaits.

Where can I get the best vacation package deals for North Side?

Your dream vacation can be booked through Travelocity. With access to 400 airline partners and an impressive 1,000,000 properties across the globe, finding the perfect North Side package deal couldn't be simpler.

Why should I purchase my North Side vacation bundle with Travelocity?

We take the hassle out of travel planning. Whether you're seeking a new destination to roam around or want to ensure you get the best deal around, we're here to help. Our 24/7 support, top-quality service and Price Match Guarantee mean you can book with confidence.

Will I save money on my North Side car rental if I bundle it with hotels and flights?

You can with our North Side vacation packages. With one of these, there are plenty of ways to stretch your travel budget further. Bundle any two or more car, flight, hotel and tour bookings and watch your savings start to pile up. With your own ride, all the main sights around North Side are a fun road trip away.

Which airport is best for North Side?

Owen Roberts Intl. Airport (GCM) is situated 10 mi west of downtown North Side.

What is there to do in North Side?

While hopping off the tourist trail is rewarding, you shouldn't miss the well-known sights that make a place famous. Rum Point Beach and Star Fish Point are a couple of them in North Side.

Where should I stay when visiting North Side?

Many people opt to hit the hay at the Rum Haven By Cayman Villas. It's a great base for your North Side escape.