Cayman Islands Holidays

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Photo by Cayman Islands Department of Tourism

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Your Cayman Islands Holiday

When your wanderlust is calling, answer it with a holiday package to Cayman Islands. If you're considering a stop in George Town, get ready to revel in this city's underwater activities, distilleries and craft breweries, coastal beaches and more. With so many things to do and see on a trip to Cayman Islands, it can be hard to know where to begin. Kick off your journey in Seven Mile Beach at Stingray City and Grand Cayman Beaches — two much-loved attractions here. Another city worth adding to your itinerary is East End. Don't miss Grand Cayman Blow Holes and Barefoot Beach. Expedia is a one-stop shop when it comes to planning your Cayman Islands holiday. From flights and hotels, to activities and more, we're here to help you create a travel experience like no other.

Top destinations in Cayman Islands

FlightsFlightsHotelsHotels

Seven Mile Beach

Seven Mile Beach

Top Cayman Islands Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
ONE Canal Point

ONE Canal Point

3.5 out of 5
per person
21 Sept - 30 Sept
found 4 hours ago
Return flight included
London (LON) to George Town (GCM)
9.8/10 Exceptional! (141 reviews)
Rented a 2 bedroom 1 bath for a week and had no regrets. Lisa, the host, was always responsive to my texts and was very accommodating when we requested to check in early. Great location, super clean, quiet, and well stocked kitchen, and a beautiful pool. Easy check out process. 10 mins from airport. We will definitely be returning to this property and would recommend it to others.

Reviewed on 24 Jun 2025

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Save 100% on your flight
per person
18 Aug - 28 Aug
found 19 hours ago
Return direct flight included
London (LHR) to George Town (GCM)
9.8/10 Exceptional! (834 reviews)
Beautiful resort!! Wonderful staff aimed to please guest. Food is fantastic, pool is wonderful! All this comes at a steep cost but we thoroughly enjoyed!

Reviewed on 16 Jul 2025

Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
21 Sept - 30 Sept
found 4 hours ago
Return flight included
London (LON) to George Town (GCM)
10/10 Exceptional! (2 reviews)
Property is Beautiful and very private. One downside is being so far from extracurricular activities

Reviewed on 26 Mar 2025

Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Save 100% on your flight
per person
21 Sept - 30 Sept
found 4 hours ago
Return flight included
London (LON) to George Town (GCM)
10/10 Exceptional! (193 reviews)
This place is fantastic! The beach is just a few steps away, our villa was clean and modern and within walking distance of restaurants. Everyone was friendly and helpful. They went above and beyond to make our vacation a relaxing one. We will definitely be returning.

Reviewed on 8 Jul 2025

Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
per person
21 Sept - 30 Sept
found 4 hours ago
Return flight included
London (LON) to George Town (GCM)
9.6/10 Exceptional! (25 reviews)
Amazing, beautiful property! Fantastic food, gorgeous pool! Can't wait to go back.

Reviewed on 2 Jul 2025

Cayman Islands Holiday

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 Holiday Package with Expedia. With hotels starting at £283 a night, and an impressive 1,513 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 Holiday 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 a Cayman Islands All Inclusive holidays and really put your feet up this holiday?

Top hotels in Cayman Islands

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 £283 per night from 8 Aug to 9 Aug
£283
8 Aug - 9 Aug
includes taxes & fees
9.6/10 Exceptional! (293 reviews)
"Excelente , bellas instalaciones"

Reviewed on 14 Jul 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 £679 per night from 6 Aug to 7 Aug
£679
6 Aug - 7 Aug
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"What a property! The staff/service are also next level amazing! They did everything right, including getting me to business meeting when Hertz dropped the ball on my rental car. Beautiful rooms as well."

Reviewed on 14 Jul 2025

The Ritz-Carlton, Grand Cayman
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
The price is £509 per night from 9 Aug to 10 Aug
£509
9 Aug - 10 Aug
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Everything was fantastic! Customer service was excellent! Staff was friendly and helpful. Food was great and beach was pristine! Happy hour was a hit. Evening entertainment was a nice chill vibe. Resort activities were also fun for the family. Great location, walkable to nearby restaurants. Will ..."

Reviewed on 13 Jul 2025

The Westin Grand Cayman Seven Mile Beach Resort & Spa
See all 1,513 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 Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Cayman Islands holiday with Expedia?
With excellent-value flights, car hire and hotel choices all in one convenient place, Expedia makes arranging your Cayman Islands holiday easy. Moreover, we can help you bundle your bookings into a package holiday so you can get even more savings. Select from wonderful stays, add flights and/or a car hire (and maybe also some fun activities!) and land incredible prices. Need to change plans? Expedia offers a flexible cancellation policy for many bookings. To learn more, check out our Customer Service Portal link.
When is the best time of year to holiday in Cayman Islands?
Cayman Islands is busy in July, August and October, so if you want to avoid the crowds, visit in November, December and January. Plan your visit to Cayman Islands according to what style of holiday you're looking for. January is the coolest time of year, when average daytime temperatures are 25ºC. In July, the warmest period, you will experience temperatures of around 29ºC during the day.
What are the top hotels for my holiday in Cayman Islands?
For properties in Seven Mile Beach with comfortable beds and friendly service, look up The Locale Hotel Grand Cayman and Grand Cayman Marriott Resort. If you're swinging by North Side as well, you'll get a relaxing night's sleep at The Westin Grand Cayman Seven Mile Beach Resort & Spa or Hampton by Hilton Grand Cayman Seven Mile Beach.
How do I get a cheap holiday to Cayman Islands?
One of the simplest ways to save pounds (and time) is to combine your bookings with Expedia. Flights, hotels, activities and hire cars --- we've got them all covered. Choose the combination that suits your style and watch your savings pile up. Of course, holidays are never one-size-fits-all. That's why we offer more than 400 airlines and 321,000 properties globally, which lets you customise your Cayman Islands holiday your way. Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Cayman Islands holiday?
There are plenty of things to put on your travel itinerary during your holiday in Cayman Islands. Boatswains Beach, Stingray City, Seven Mile Beach and Governors Beach are some of the must-see attractions.
What is the best city to stay in when on holiday in Cayman Islands?
There's no better place to begin your Cayman Islands adventure than in West Bay. Boatswains Beach should be high on your must-see list here.
Do I need a visa for my Cayman Islands holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and reason for visiting, whether it be for tourism or business, will determine if you'll need a visa for Cayman Islands. Also be sure that your passport is up to date and has at least six months validity remaining beyond your return date. Do all your travel planning well in advance to avoid any last-minute surprises.
What should I wear on my Cayman Islands holiday?
Though everyone's personal style differs, it can help to have some guidelines for what to wear on your holiday in Cayman Islands. We recommend searching style blogs before you head off for inspiration on local dress codes or fashion trends. The weather will determine your choice of clothing, so check the forecast for the places you'll be going to. Cayman Islands has its warmest month in July, with a daily temperature average of 29ºC. January is the coolest time of year here with the mercury averaging 25ºC during the day.
What does an Expedia Cayman Islands holiday include?
Flights, hotels and a reliable car for your road trip adventures. Simply mix and match your favourite bundle and get access to great discounts. Once you've made your booking, add on a few tours and activities and watch your savings stack up. When it comes to organising your Cayman Islands break, you're in control! Explore all kinds of styles on Expedia and find the ideal fit for you and your guests. From the most sought-after property types, like condos and private holiday homes, to many other options, there are plenty of holiday retreats in Cayman Islands to select from so you can plan your stay to suit your needs.
Does Expedia offer Book Now, Pay Later Cayman Islands holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has worked out a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without draining your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying across multiple transactions sounds best for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams come true.
  • No-deposit holidays: If not paying upfront for your trip makes clicking that "book now" button easier, consider a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Cayman Islands Expedia holiday?
Yes, and with more than 400 airlines to pick from throughout the world, you're spoiled for choice. Take a look at the available options and see which airline fits your needs and budget.

Popular places to visit

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 savour its seafood restaurants.

Seven Mile Beach
Port of Georgetown

Port of Georgetown

4.5/5(2 reviews)

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

Port of Georgetown
Governor's Beach

Governor's Beach

5/5(4 reviews)

If a restful holiday is part of your travel plans, Governor's Beach might be the perfect place to visit during your trip to Seven Mile Beach. Stroll along the area's seaside or simply savour its seafood restaurants.

Governor's Beach

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.