Deals on vacations and trips to North Side

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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

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,198, price is now $700 per person
$700
per person
Aug 26 - Aug 30
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.
Black Urchin

Black Urchin

4.5 out of 5
Price was $6,371, price is now $3,486 per person
$3,486
per person
Aug 26 - Aug 30
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

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $1,351, price is now $910 per person
$910
per person
Aug 26 - Aug 30
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.
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Northwest Point
Save 100% on your flight
Price was $1,232, price is now $835 per person
$835
per person
Aug 26 - Aug 30
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.
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $2,125, price is now $1,531 per person
$1,531
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
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.

Top North Side hotels deals

On The Bay

On The Bay

4 out of 5
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
The Place

The Place

4 out of 5
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.
Kitchen
Washer
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
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 VISTA - Infinity Pool, Arcade, Theater, Private Cabana

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

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

# 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

Starfish Beach

8.6/10 (340 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 seafood restaurants.
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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 $700. 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.

Photos of local treasures

Browse North Side vacation photos for more inspiration

A sandy beach with palm trees and a clear blue sea.
A beachfront hotel with palm trees and ocean waves.
An aerial view of a tropical island with clear turquoise waters, a small beach, and several boats anchored near the shore.
A cave with stalactites and stalagmites, a shallow pool of water, and rock formations.
A hand holding a starfish with a red and yellow pattern.