Little Cayman Holidays

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Little Cayman Beach Holiday

Get prepared to live out those summer daydreams on your upcoming Little Cayman holiday. Set off on a refreshing walk, savour the sparkling coastal vistas and collect pretty seashells during your trip to Little Cayman. Just 5 kilometres from the centre of town, Little Cayman Beach is the place to be for many sun-seeking visitors. Have a look through our Little Cayman packages and watch your travel budget stretch further!

Top hotels in Little Cayman

Conch Club Cottage

Conch Club Cottage

3 out of 5
1200 Guy Banks Road, Little Cayman, Cayman Islands
"What a great experience! A true gem in the Caribbean. Don't expect resort amenities, this is a place to unwind in seclusion and peace. Untouched beaches, nature and friendly locals, just what we wanted. Safest place we have ever visited and plan on returning."

Reviewed on 17 Jan 2025

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Conch Club Cottage
Little Cayman Escape - Stunning Views and Privacy - Call Cayman Villas!

Little Cayman Escape - Stunning Views and Privacy - Call Cayman Villas!

Little Cayman
10/10 Exceptional! (10 reviews)
"What a treat to visit this quiet little island and stay in a secluded home with a private beach. With the living space located on second floor, this home has fantastic views of the ocean and reef. We were able to watch boats, wildlife, sunsets, and storms all from this location. The underneath of ..."

Reviewed on 9 Jun 2025

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Little Cayman Escape - Stunning Views and Privacy - Call Cayman Villas!
Beachfront One-Bedroom Villa- Private pool/Wifi. addt'l bedrooms upon request

Beachfront One-Bedroom Villa- Private pool/Wifi. addt'l bedrooms upon request

Head o Bay
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Beachfront One-Bedroom Villa- Private pool/Wifi. addt'l bedrooms upon request
See all 80 properties in Little Cayman
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 Little Cayman holiday package cost?
You can pick up a holiday package to this top destination on Expedia. However, how much your holiday to Little Cayman costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Little Cayman?
The off-season is the best time to visit Little Cayman if you're trying to keep costs down. Another tip for getting cheap Little Cayman holiday packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Little Cayman?
The ideal duration for your Little Cayman holiday depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to go to all the major sights and discover some hidden spots along the way.
Is it worth booking a holiday package to Little Cayman?
Little Cayman has everything you need for an awesome trip --- coastal beaches, underwater activities and fishing are just the start. Whether you'd like to check out attractions like Booby Pond Nature Reserve and South Hold Sound, or take the path less traveled, you'll have plenty to see and do on your Little Cayman holiday.
How to find the best Little Cayman package deals?
Start your search for a Little Cayman package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Little Cayman package deal right away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Little Cayman adventure off to a flying start.
Is it cheaper to book a Little Cayman holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still have the flexibility to create a personalised Little Cayman holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Little Cayman?
If you're considering an impromptu Little Cayman getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Little Cayman?

  1. Choose when to travel: Check your schedule and get packing. Your favourite time of year and the available activities will also help you decide when to escape to Little Cayman.
  2. Set your budget: Consider expenses such as flights, food and transportation when calculating how much to save for your trip to Little Cayman. Then, select a hotel that fits your budget, whether that's an economical option or a more upscale getaway.
  3. Work out your trip length: Think about how much time you want to spend exploring Little Cayman. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Little Cayman holiday package that brings all your bookings together.

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