North Side Vacations from $810

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Your North Side Vacation

Say farewell to the worries of planning and hello to a North Side vacation package. With everything organized before you take off, you can focus on discovering this city, starting with Renaissance, which is good for watersports, families and underwater activities. Starfish Beach, Grand Cayman Beaches and Rum Point Beach are just a few of the sights you'll want to see during your trip to North Side. Don't put off your visit to this city any longer. Your ultimate North Side vacation is a few clicks away with Expedia.

The Latest North Side 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

$810
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
8.4/10 Very Good! (1,091 reviews)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

$1,931
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
We had an amazing stay! Everything about the resort was outstanding, but what really stood out was the service. Every staff member we encountered was incredibly friendly, helpful, and welcoming, which made our experience even more enjoyable. The resort itself was beautiful, modern, and exceptionally clean. Everything felt very well maintained, and overall, our stay exceeded our expectations. The only thing to be aware of is the cost of food and drinks. This isn’t necessarily a negative about the resort, as the Cayman Islands in general can be quite expensive, but food and beverages were definitely pricey. Just be prepared to budget accordingly. Overall, we had a fantastic experience and truly enjoyed our stay. The excellent service, beautiful property, and welcoming atmosphere made it a memorable vacation. I would absolutely recommend this resort!

Reviewed on Sep 12, 2026

Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

$886
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.6/10 Exceptional! (465 reviews)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

$986
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (872 reviews)
Lovely

Reviewed on Sep 14, 2026

Morritts Tortuga Club

Morritts Tortuga Club

$1,241
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
8.2/10 Very Good! (372 reviews)
Staying here in low season has its advantages: not crowded at all so plenty of space and no waiting. Good food options overall (we ate all our lunches and dinners here), but my wife got food poisoning the next to last day which put a slight damper on our enthusiasm for the food. Tortuga Divers is an outstanding operation (we have logged dives all over the world) and we really enjoyed the full-service diving with great staff. We would definitely go back.

Reviewed on Sep 12, 2026

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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 seaside or seek out the snorkeling spots.
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A person holding a starfish in clear water.
Photo by Maddie Myall

Starfish Point

8.8/10 (53 reviews)
If a restful vacation is part of your travel plans, Starfish Point might be the perfect place to seek out during your trip to Rum Point. Amble around the area's seaside or seek out the snorkeling spots.
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Cayman Kai Public Beach

9.2/10 (7 reviews)
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.
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Queen Elizabeth II Botanic Park

8.6/10 (15 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.
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Mastic Trail North Trailhead

6.0/10 (3 reviews)
Explore the lovely green spaces of Mastic Trail North Trailhead and enjoy the snorkeling spots in North Side. Wander the beautiful beaches and seaside in this relaxing area.
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Cayman Crystal Caves

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

Explore the lovely green spaces of Mastic Trail South Trailhead and enjoy the snorkeling spots in Breakers. Wander the beautiful beaches and seaside in this relaxing area.
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Water Cay Public Beach

Why not spend a lazy afternoon at Water Cay Public Beach during your trip to Rum Point? Amble around the area's beautiful beaches or seek out the snorkeling spots.
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What to do in North Side

Stingray Sandbar, Snorkeling, and Starfish Point

Stingray Sandbar, Snorkeling, and Starfish Point

$60
per adult
100% of travellers recommend
Stingray Sandbar, Snorkeling, and Starfish Point
Horseback Beach Riding in the Grand Cayman

Horseback Beach Riding in the Grand Cayman

$100
per adult
94% of travellers recommend
Horseback Beach Riding in the Grand Cayman
Turtle Center, Starfish, Stingray, & Snorkelin

Turtle Center, Starfish, Stingray, & Snorkeling(4-Stop Adventure)

$99
per adult
Turtle Center, Starfish, Stingray, & Snorkeling(4-Stop Adventure)
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North Side Hotel Deals

On The Bay

On The Bay

67 Old Robin Rd North Side North Side
On The Bay
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

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

North Side North Side
10/10 Exceptional! (12 reviews)
"We really enjoyed this property. It is quiet and private. It has a great pool. Nice rooms. Great views. Thank you to our host!!"

Reviewed on Jul 4, 2026

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Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

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

North Side
10/10 Exceptional! (63 reviews)
"Very clean beautiful home. Had a great wonderful family vacation there.Wish we were able to use the beach, even without the Sargasm there was too much seaweed!Overall, it was a beautiful place to vacation with family."

Reviewed on Jul 19, 2026

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CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
See all 1,459 properties in North Side
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.

Find the Best North Side Vacation Packages

North Side Beach Vacation

Listen to the waves breaking onto the shore and stroll by the shimmering waters on your North Side vacation. If you need a break from daily life, a trip to North Side is your ticket to fun and relaxation. We have a great range of North Side packages to select from. Snap up one near Starfish Beach, just 4 miles (7 km) from the center of town, and live out your vacation dreams without hurting your budget.

Things You Should Know About North Side

  • If fresh ocean breezes and water views are your idea of a dreamy escape, why not think about one of our North Side beach hotels? Staying near the water is the perfect antidote to life's daily stresses.
  • Private vacation homes are another top choice for travelers planning a vacation in North Side. Two great examples are Ocean Paradise and Parrot-ise Villa by Cayman Vacation.
  • Don't forget to visit our North Side things to do page for some trip planning inspiration. With a population of around 1,200 in North Side, we're sure there'll be one or two locals who'll be pleased to give you some extra advice!
  • North Side vacation deals are one of the best ways to save on exciting experiences. Some ideas, such as Starfish Beach, Mastic Trail North Trailhead and Mastic Trail South Trailhead, belong at the very top of your must-do list.

North Side Essential Information

Language
English
Closest Airport
Owen Roberts Intl. Airport (GCM)
Population
1,200
Max Temp Winter
80ºF
Max Temp Summer
85ºF
Top Sights
Seven Mile Beach, Governors Beach and Camana Bay

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Frequently asked questions

How much does a North Side vacation package cost?
You'll find cheap prices from $810 on Expedia for your North Side break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to North Side costs.
What are the cheapest months to go to North Side?
If you'd like to snag a cheap North Side vacation package, consider traveling in January, September and December. You'll usually find better rates on flights and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for North Side?
With around 6 days, you'll have enough time to enjoy popular neighborhoods like Brinkleys and Breakers during your North Side vacation. Be sure to also add Star Fish Point and Cayman Kai Public Beach to your must-do list. Looking for more adventures? Consider exploring outside of North Side on day trips and tours.
Is it worth booking a vacation package to North Side?
Popular for its nature, dining and watersports, a North Side vacation has something for everyone. Be sure to visit key sights like Mastic Trail North Trailhead and Babylon, and consider renting a set of wheels for day trips to experience even more.
How to find the best North Side package deals?
Bagging a cheap North Side package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly North Side package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a North Side vacation as a package?
You can enjoy significant savings on your next North Side retreat by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to North Side?
If you're planning an impromptu North Side getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to North Side?
  1. Choose when to get away: Check your calendar and get packing. Your preferred season and the activities on offer will also help you decide when to vacation in North Side.
  2. Set your budget: Factor in costs like food, flights and transportation when working out how much to set aside for your trip to North Side. Then, select a property that fits your budget, whether that's an economical option or a high-end retreat.
  3. Use Expedia's trip planning tool to explore North Side: Research every aspect of your trip to North Side with this handy planner. Invite your family and friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide your trip length: Think about how long you want to spend discovering North Side. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a North Side vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Read our dedicated travel guide to find some exciting things to do in North Side. Book tickets or make reservations before you go to save time and skip the hassle of looking for activities once you arrive.
Does Expedia offer Book Now, Pay Later North Side vacation packages?
Your North Side getaway should be a relaxing escape from your daily routine, not a source of money worries. So to allow you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.