North Side Vacation Packages 2026 from $697

North Side flight + hotel vacation packages

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

The Reef Beach Resort, East End, Grand Cayman

$697

per person

Nov 3 - Nov 7

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 aparthotel. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the 2 hot tubs and perks like free WiFi.

Point West Premier Rentals

Northwest Point

$1,085

per person

Nov 3 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

This aparthotel features an outdoor pool and a rooftop terrace. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills and a virtual front desk are also provided.

Black Urchin

$4,908

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

This hotel features 3 outdoor pools and a poolside bar. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Families will appreciate the onsite laundry facilities and in-room childcare.

The Westin Grand Cayman Seven Mile Beach Resort & Spa

$1,197

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

This smoke-free resort features a private beach, a full-service spa, and 6 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.

Kimpton Seafire Resort + Spa by IHG

$1,327

per person

Oct 9 - Oct 12

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.

Top North Side hotels deals

On The Bay

67 Old Robin Rd North Side North Side

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An outdoor pool, free self parking, and barbecue grills are featured at this condo. A picnic area is also provided.

Pool

Kitchen

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

North Side North Side

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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

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

North Side

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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

Cayman Luxury Rentals at 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

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

Rum Point Grand Cayman

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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

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

Cayman Kai North Side

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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.

Stay near popular North Side attractions

A beach with lounge chairs, a palm tree, and a signpost with country names.

Rum Point Beach

8.4/10 (52 reviews)

Why not spend a lazy afternoon at Rum Point Beach during your trip to Rum Point? Stroll along the beautiful beaches or seek out the snorkeling spots.

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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 $697. 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.