Little Cayman Vacations from $846

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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!

The Latest Little Cayman vacation packages

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

Conch Club Cottage

3 out of 5
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to West End (CYB)
10/10 Exceptional! (3 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 11 - Oct 17
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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

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Discover the most popular places to visit in Little Cayman

Little Cayman Museum

You can spend an afternoon exploring the galleries in Little Cayman Museum during your trip to Blossom Village. Wander the beaches and parks while you're in the area.

Little Cayman Museum

Salt Rocks Nature Trail North Trailhead

You can take time to visit Salt Rocks Nature Trail North Trailhead during your travels to Blossom Village. Wander the sandy beaches and parks while you're in the area.

Salt Rocks Nature Trail North Trailhead

Little Cayman Baptist Church

Learn about the local history of Blossom Village when you spend time at Little Cayman Baptist Church. Wander the beaches and parks while you're in the area.

Little Cayman Baptist Church

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 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
Get rates
Beachfront One-Bedroom Villa- Private pool/Wifi. addt'l bedrooms upon request
See all 82 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.

Little Cayman Beach Vacation

Get prepared to live out those summer daydreams on your upcoming Little Cayman vacation. Set off on a refreshing walk, savor the sparkling coastal vistas and collect pretty seashells during your trip to Little Cayman. Just 3 miles from the center 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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Frequently asked questions

How much does a Little Cayman vacation package cost?
You can pick up a vacation package to this top destination from $846 on Expedia. However, how much your vacation 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?
November, December and January are the best times to search for cheap Little Cayman vacation packages. Choosing to travel in quieter periods means you can usually find better prices on flights and hotels.
How many days is enough for Little Cayman?
With a well-planned schedule, you can easily visit the main Little Cayman sights in a handful of days. But if you prefer to explore off the beaten track or go on day tours, think about booking your Little Cayman vacation for longer.
Is it worth booking a vacation package to Little Cayman?
Popular for its underwater activities, nature and cycling, a Little Cayman vacation has something for everyone. Be sure to check out key sights like Owen Island Beach and South Hold Sound, and consider renting a car for day trips to explore even more.
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 vacation as a package?
Expedia vacation 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 personalized Little Cayman vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Little Cayman vacation packages?
Your Little Cayman getaway is meant to be an escape from your daily routine, not a source of money-related stress. So to give you extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.