Cayman Islands Vacation Packages

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Your Cayman Islands Vacation

Book a vacation package to Cayman Islands and go wherever your adventurous soul leads you. This exciting destination has so much to offer, including its underwater activities, distilleries and craft breweries, coastal beaches, and so much more. Kick off your trip to Cayman Islands with some time exploring East End visiting popular sights like Grand Cayman Blow Holes and Barefoot Beach. West Bay is another city that lures crowds from far and wide. Seven Mile Beach and Stingray City are two of the top places to see in this destination. When it's time to stop dreaming and start travelling, Expedia will help turn your Cayman Islands vacation into reality.

Top vacation destinations in Cayman Islands

FlightsFlightsHotelsHotels

Seven Mile Beach

Seven Mile Beach

Top Cayman Islands Vacation Deals

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

Morritts Tortuga Club

3.5 out of 5
per person
Jul. 18 - Jul. 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
8/10 Very Good! (261 reviews)
All in one resort. Great beach and pool access. Lots of activities. Friendly staff. Building that I was in was a little worn. The bed needed a mattress upgrade. Other than that, a wonderful stay.

Reviewed on Apr. 28, 2025

Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jul. 18 - Jul. 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
10/10 Exceptional! (1 review)
Property is Beautiful and very private. One downside is being so far from extracurricular activities

Reviewed on Mar. 26, 2025

Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
per person
Jul. 18 - Jul. 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
10/10 Exceptional! (21 reviews)
We had a great time celebrating my daughter’s birthday, it was quiet and nice , the staff was super nice , Fabiola even helped us to unload the car and made sure we were very comfortable before she left, even checked on us the day after, we would definitely come back

Reviewed on Sep. 29, 2024

Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
Northwest Point
Save 100% on your flight
per person
Jul. 18 - Jul. 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
8/10 Very Good! (1 review)
Loved everything but Ian (hurricane)

Reviewed on Oct. 2, 2022

Ocean Paradise

Ocean Paradise

4 out of 5
per person
Jul. 18 - Jul. 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.6/10 Exceptional! (38 reviews)
Wonderful property! We enjoyed our stay very much!

Reviewed on Sep. 30, 2024

Cayman Islands Vacation

A Caribbean paradise, the Cayman Islands will captivate you from the moment you set foot on the territory’s pristine shores.

Cayman Islands Hotel + Flight

Looking for an easy way to save some money on your getaway? Build your own Cayman Islands Vacation Package with Expedia. With hotels starting at CA $560 a night, and an impressive 1,492 options to choose from, you'll get more bang for your Cayman Islands dollar than if you booked separately. We have everything you need for a fantastic Cayman Islands getaway — flights, hotels, car rental, tours and experiences.

Your Cayman Islands Vacation Itinerary

  • Day 1: Fly into Owen Roberts International Airport in Grand Cayman and start your adventure. For an unforgettable experience, head to Stingray City, where you can pet and feed gentle stingrays. Don’t miss the spectacular Cayman Crystal Caves either, where stalactite and stalagmite crystal structures await.

  • Day 2: A full-day tour of Grand Cayman Island is the perfect way to learn more about its many treasures, including Seven Mile Beach and the Cayman Turtle Farm. As the sun begins to set, cast away on a romantic sunset cruise with a rum cocktail in hand. Spend the rest of the evening discovering the vibrant nightlife of the capital George Town.

  • Day 3-4: Take a quick flight to Little Cayman Island and you’ll find yourself in a remote paradise. Explore wonders like South Hole Sound Lagoon, visit Booby Pond Nature Reserve and dive at Bloody Bay Wall Marine Park.

Cayman Islands Information

  • Don’t miss Pirate Week, more than a week’s worth of swashbuckling fun and festivities held each November. The festival kicks off with an invasion by sea as two pirate ships converge on George Town Harbour to take the local governor captive.

  • Getaways should be about rest and relaxation. Why not check in to aCayman Islands All Inclusive Resortand really put your feet up this vacation?

Cayman Islands Hotel Deals

Grand Cayman Marriott Resort
Grand Cayman Marriott Resort
4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
Fully refundableReserve now, pay when you stay
The price is CA $610 per night from May 18 to May 19
CA $610
CA $846 total
includes taxes & fees
May 18 - May 19
8.8/10 Excellent! (1,004 reviews)
"This was our third visit to the property. Our previous visit was several years ago (2017). Despite the destructive weather of the past two years, the property has been kept up, renovated, improved, and is immaculate. Conveniently located near many food options and activities, this is our home in ..."

Reviewed on Apr. 28, 2025

Grand Cayman Marriott Resort
Hotel Indigo Grand Cayman by IHG
Hotel Indigo Grand Cayman by IHG
4.5 out of 5
32 Seafire Way, Seven Mile Beach, West Bay
The price is CA $560 per night from May 19 to May 20
CA $560
CA $790 total
includes taxes & fees
May 19 - May 20
9.6/10 Exceptional! (241 reviews)
"Service Clean"

Reviewed on Apr. 28, 2025

Hotel Indigo Grand Cayman by IHG
The Ritz-Carlton, Grand Cayman
The Ritz-Carlton, Grand Cayman
5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
The price is CA $1,245 per night from May 1 to May 2
CA $1,245
CA $1,669 total
includes taxes & fees
May 1 - May 2
9.4/10 Exceptional! (975 reviews)
"Staff and facility amazing"

Reviewed on Apr. 27, 2025

The Ritz-Carlton, Grand Cayman
See all 1,492 properties in Cayman Islands
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Cayman Islands vacation package cost?
The most affordable Cayman Islands vacation package is CA $1,038, so your dream vacation can become a reality — without the high price tag. Bundle flights, hotels and car rentals to build a package that suits your travel style.
How do I get a cheap travel package to Cayman Islands?
Combine your hotels and flights, toss in extras such as activities, and save with a Cayman Islands vacation package. You won’t just score amazing discounts on your escape — you’ll have plenty of choice at your fingertips too. When you book through Expedia, you’ll have your pick of over 550 airlines and 1,000,000 hotels around the world. Your next affordable adventure starts right here, right now!
Where should I stay in Cayman Islands?
Boatswains Beach is one of the things that lures wanderers to Cayman Islands, so it should come as no surprise that many book their hotel in West Bay.
What are the top hotels in Cayman Islands?
Grand Cayman Marriott Resort and The Locale Hotel Grand Cayman know how to make their guests feel at home in Seven Mile Beach. If your travel plans also include North Side, look up The Westin Grand Cayman Seven Mile Beach Resort & Spa and Sunshine Suites Resort. Both are top picks with travelers.
How far in advance should I book my Cayman Islands vacation?
It’s hard to pick the ideal time for airfares, but we generally suggest the earlier, the better. Most international flights on Expedia become available to compare up to 12 months in advance. If you can’t book early, don’t fret. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Cayman Islands travel package include?
Packages include rental cars, flights and hotels, but you can mix and match them to create your perfect Cayman Islands getaway. You can also add on a few tours and activities once you’ve made your booking. You’re in control! When you combine your bookings with Expedia, you’ll score discounts you won’t find elsewhere.
What should I know before booking a Cayman Islands travel package?
Locking in all the parts of your trip together is a great way to save. Bundle your car rentals, airfares and hotels into a neat package. But your options don’t end at hotels. Expedia has all types of properties, including vacation rentals like oceanfront condos and spacious residences. You’ve got choices galore!
Can I choose my airline with a Cayman Islands Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you certainly can. Simply choose your favorite carrier and craft the perfect Cayman Islands escape.
If I'm not able to travel, can I cancel my Cayman Islands vacation package?
Because we understand life can throw you a few curveballs, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you’ve made your booking in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in Cayman Islands

Seven Mile Beach

Seven Mile Beach

Why not spend a lazy afternoon at Seven Mile Beach during your trip to Seven Mile Beach? Stroll along the area's seaside, or simply savor its seafood restaurants.

Seven Mile Beach

Camana Bay

4.5/5(41 reviews)

You can browse for the perfect souvenirs at Camana Bay during your visit to Seven Mile Beach. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Camana Bay

Governors Square

4.5/5(9 reviews)

You can do some window-shopping at Governors Square during your visit to Seven Mile Beach. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

Governors Square

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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.