Cayman Islands Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

Photo by Cayman Islands Department of Tourism
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    Better together
    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

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 Deals

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 ￥121,924 per night from Jun 15 to Jun 16
￥121,924
￥179,307 total
Jun 15 - Jun 16
includes taxes & fees
9.4/10 Exceptional! (990 reviews)
"Upgraded to the hotel lounge, it is a must, from housekeeping to lounge, everybody were great!"

Reviewed on Jun 11, 2025

The Ritz-Carlton, Grand Cayman
Hampton by Hilton Grand Cayman Seven Mile Beach
Hampton by Hilton Grand Cayman Seven Mile Beach
4 out of 5
22 Piper Way, Seven Mile Beach
Fully refundableReserve now, pay when you stay
The price is ￥27,433 per night from Jul 12 to Jul 13
￥27,433
￥40,746 total
Jul 12 - Jul 13
includes taxes & fees
9/10 Wonderful! (545 reviews)
"Nice property/pool area is nice beach area is small but has nice chairs."

Reviewed on May 31, 2025

Hampton by Hilton Grand Cayman Seven Mile Beach
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
Fully refundable
The price is ￥40,051 per night from Jul 13 to Jul 14
￥40,051
￥59,429 total
Jul 13 - Jul 14
includes taxes & fees
9.6/10 Exceptional! (273 reviews)
"Very nice and new property. Staff all very accommodating and helpful. Rooms not huge but god for our purposes… we weren’t there to stay indoors anyhow ! Dining options fairly pricy so we ate elsewhere. Pool very well done. Easy access to Seven Mile Beach, easy 5 minute leisurely stroll. Valet staff ..."

Reviewed on Jun 10, 2025

Hotel Indigo Grand Cayman by IHG
See all 1,496 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.

Frequently asked questions

How much does a Cayman Islands vacation package cost?
The most affordable Cayman Islands vacation package is , 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

Departing

Port of Georgetown

4/5(417 reviews)

Explore the waterfront of Port of Georgetown and enjoy other activities such as snorkeling in George Town. Stroll along the area's seaside, or simply savor its seafood restaurants.

Port of Georgetown
#LifeAtExpedia

Governor's Beach

4.5/5(306 reviews)

If a restful vacation is part of your travel plans, Governor's Beach might be the perfect place to seek out during your trip to Seven Mile Beach. Stroll along the area's seaside, or simply savor its top-notch restaurants.

Governor's Beach

Camana Bay

4.5/5(409 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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.