North Side Vacation Packages 2026 from $882

North Side flight + hotel vacation packages

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

Wyndham Reef Resort Grand Cayman

Save 100% on your flight

$882

per person

Jan 22 - Jan 26

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.

Hotel Indigo Grand Cayman by IHG

Save 100% on your flight

$2,559

per person

Feb 19 - Feb 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

This luxury hotel includes 4 restaurants, an outdoor pool, and a hot tub. Enjoy the gym and perks like free valet parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

The Ritz-Carlton, Grand Cayman

Save 100% on your flight

$2,182

per person

Jan 22 - Jan 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

This luxury resort features a golf course, free water park access, and a full-service spa. Enjoy beachfront dining and relax with beach cabanas and sun loungers. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities.

Cayman Luxury Rentals at The Grove

Save 100% on your flight

$1,925

per person

Feb 19 - Feb 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

This apartment features an outdoor pool and a gym. Free self parking, a terrace, and a garden are also offered.

Point West

Northwest Point

Save 100% on your flight

$2,141

per person

Feb 19 - Feb 26

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 are provided for your convenience.

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

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

Rum Point North Side

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

Pool

Kitchen

Club Suites at Rum Point

2166 Rum Point Dr North Side North Side

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A restaurant and an outdoor pool are featured at this hotel. Enjoy a day at the beach windsurfing, or relax with beach umbrellas. Guests will appreciate free perks like free self parking and WiFi in public areas.

Pool

Spa

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

Rum Point Grand Cayman

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A water park and an outdoor pool are featured at this smoke-free condo. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a garden, and a computer station are also offered.

Pool

Kitchen

On The Bay

67 Old Robin Rd North Side North Side

$1,469 nightly

$1,619 total

Dec 29 - Dec 30

Total with taxes and fees

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

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

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.

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.

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 $882. 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.