Little Cayman Vacation Packages

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Your Little Cayman Vacation

Take away the hard part of organizing your next great adventure with a Little Cayman vacation package. Whether you've come for its history, food or other highlights, there's a never-ending supply of new experiences to be had. A trip to Little Cayman is a great opportunity to do a bit of sightseeing. Check out well-known attractions like Little Cayman Beach, Little Cayman Beaches and Owen Island Beach. Stop daydreaming and start traveling. Check out the many options on Expedia today and finally put your Little Cayman vacation plans into gear!

Top Little Cayman Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Conch Club Cottage

Conch Club Cottage

3 out of 5
per person
Oct 29 - Nov 3
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Little Cayman (LYB)
10/10 Exceptional! (4 reviews)
The cottage was very nice, with access to bikes, kayaks and 2 pools.

Reviewed on Jul. 27, 2025

Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
per person
Oct 7 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to West End (CYB)
9.2/10 Wonderful! (11 reviews)
We love this property!! The service is outstanding and the staff is lovely. 100% recommend

Reviewed on May 19, 2025

Little Cayman Beach Vacation

Get prepared to live out those summer daydreams on your upcoming Little Cayman vacation. 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!

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Little Cayman Hotel Deals

Conch Club Cottage

Conch Club Cottage

3 out of 5
1200 Guy Banks Road, Little Cayman, Cayman Islands
10/10 Exceptional! (4 reviews)
"The cottage was very nice, with access to bikes, kayaks and 2 pools."

Reviewed on Jul. 27, 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 Jun. 9, 2025

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Little Cayman Escape - Stunning Views and Privacy - Call Cayman Villas!
Beachfront Villa with amazing views- Private pool/Wifi.

Beachfront Villa with amazing views- Private pool/Wifi.

Head o Bay
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Beachfront Villa with amazing views- Private pool/Wifi.
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Little Cayman vacation package cost?
Offering excellent value package deals from CA $1,509 on Expedia, you'll be pleasantly surprised at how much a vacation to Little Cayman costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Little Cayman?
Plan your getaway for the shoulder or low season and you're likely to get cheap Little Cayman vacation packages. Keep in mind that school vacation periods and major festivals and events can impact prices, so do some research before you go.
How many days is enough for Little Cayman?
Typically, a handful of days is enough to see the major sights during your Little Cayman vacation. However, if you prefer to have time to chill out or go on day tours, consider extending your trip.
Is it worth booking a vacation package to Little Cayman?
Popular for its coastal beaches, underwater activities and fishing, a Little Cayman vacation is a hit with all kinds of travellers. Be sure to check out major sights like Booby Pond Nature Reserve and South Hold Sound, and consider renting a car for day trips to experience even more.
How to find the best Little Cayman package deals?
Use Expedia's filter tool to help you find some tempting Little Cayman package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Little Cayman package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Little Cayman vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Little Cayman vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Little Cayman?
Secure amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Little Cayman vacation.
How to plan a trip to Little Cayman?

  1. Pick your travel dates: What you plan to do in Little Cayman and your preferred season will help you decide when to get away.
  2. Budget wisely: On top of the price of your stay, you should consider other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that could arise during your trip to Little Cayman.
  3. Work out your trip length: Think about how much time you'd like to spend exploring Little Cayman. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Little Cayman vacation 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.