North Side Vacation Packages 2026 from $993

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

$993

per person

May 17 - May 22

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

Kimpton Seafire Resort + Spa by IHG

Save 100% on your flight

$3,300

per person

May 17 - May 22

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.

Hotel Indigo Grand Cayman by IHG

Save 100% on your flight

$1,155

per person

May 17 - May 22

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.

Ocean Paradise

Save 100% on your flight

$1,356

per person

May 17 - May 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

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.

Cayman Luxury Rentals at The Grove

Save 100% on your flight

$1,278

per person

May 17 - May 22

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.

Top North Side hotels deals

The Place

110 Old Robin Rd Old Man Bay North Side

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This apartment features laundry facilities. Take advantage of the free self parking.

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Northside

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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.

On The Bay

67 Old Robin Rd North Side North Side

$947 nightly

$1,041 total

Mar 27 - Mar 28

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.

Ocean Paradise

1234 Rum Point Road North Side Grand Cayman

$918 nightly

$999 total

Mar 9 - Mar 10

Total with taxes and fees

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.

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

Grand Cayman North Side

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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.

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.

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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 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.

Cayman Crystal Caves

Commune with nature and explore the great outdoors at Cayman Crystal Caves during your travels in Old Man Bay.

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 $993. 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.