Deals on vacations and trips to Grand Cayman

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Grand Cayman flight + hotel vacation packages

Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Save 100% on your flightPrice was $2,879, price is now $2,320 per person
per person
Dec 18 - Dec 23
Roundtrip flight included
New York (JFK) to George Town (GCM)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury resort. There's fun for all ages with a children's club and an arcade/game room, and free supervised childcare is an added bonus. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Sunshine Suites Resort

Sunshine Suites Resort

3.5 out of 5
Price was $760, price is now $645 per person
per person
Nov 3 - Nov 6
Roundtrip flight included
New York (JFK) to George Town (GCM)
A restaurant and an outdoor pool are featured at this hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. A 24-hour business center, a terrace, and a garden are also on offer.
Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
Northwest Point
Price was $2,477, price is now $2,176 per person
per person
Dec 5 - Dec 9
Roundtrip flight included
New York (JFK) to George Town (GCM)
An outdoor pool is featured at this condo, along with barbecue grills. Take advantage of the free self parking.
On The Bay

On The Bay

4 out of 5
Price was $996, price is now $879 per person
per person
Dec 3 - Dec 6
Roundtrip flight included
New York (JFK) to George Town (GCM)
An outdoor pool, free self parking, and barbecue grills are featured at this condo. A picnic area is also provided.
Sprat Bay Luxury Villa

Sprat Bay Luxury Villa

4 out of 5
South Sound
Save 100% on your flightPrice was $9,124, price is now $8,226 per person
per person
Dec 18 - Dec 23
Roundtrip flight included
New York (JFK) to George Town (GCM)
A private beach and an outdoor pool are featured at this villa. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Guests will appreciate free perks like free self parking and WiFi in public areas.
Prices and availability subject to change. Additional terms may apply.

Top Grand Cayman hotels 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
Free Cancellation
Reserve now, pay when you stay
The price is $679 per night
$679
per night
Oct 8 - Oct 9
This luxury resort features a golf course, a full-service spa, and 5 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities.
Breakfast available
Hot Tub
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
Free Cancellation
Reserve now, pay when you stay
The price is $263 per night
$263
per night
Oct 14 - Oct 15
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury resort. There's fun for all ages with a children's club and an arcade/game room, and free supervised childcare is an added bonus. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Breakfast available
Hot Tub
Kimpton Seafire Resort + Spa, an IHG Hotel

Kimpton Seafire Resort + Spa, an IHG Hotel

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
The price is $549 per night
$549
per night
Oct 2 - Oct 3
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling for business? Take advantage of the business center, laundry service, and conference space. Enjoy the 24-hour gym and perks like free self parking.
Breakfast available
Pet friendly
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road, Seven Mile Beach, Grand Cayman
Free Cancellation
Reserve now, pay when you stay
The price is $169 per night
$169
per night
Oct 2 - Oct 3
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like cooked-to-order breakfast and free self parking.
Breakfast included
Pool
Sunshine Suites Resort

Sunshine Suites Resort

3.5 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
Free Cancellation
Reserve now, pay when you stay
The price is $209 per night
$209
per night
Oct 2 - Oct 3
A restaurant and an outdoor pool are featured at this hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. A 24-hour business center, a terrace, and a garden are also on offer.
Breakfast available
Pet friendly
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 $416 per night
$416
per night
Oct 7 - Oct 8
This smoke-free resort features a private beach, a full-service spa, and 6 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas.
Breakfast available
Hot Tub
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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.

Popular places to visit

Image for Port of Georgetown

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
Image for 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 savor its seafood restaurants.

Seven Mile Beach
Image for Governor's Beach

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 seafood restaurants.

Governor's Beach

Grand Cayman Vacations

Grand Cayman, the largest of the Cayman Islands in the British Caribbean, is known for its stunning oceans and relaxing atmosphere, so you'll be sure to enjoy your vacation there. Whether you prefer a stroll along deserted beaches or an evening at a lively club, Grand Cayman can accommodate your wanderlust.

Major Attractions

When you're planning Grand Cayman vacations, you can personalize them to suit any tastes. If you love natural gardens, check out the Queen Elizabeth II Royal Botanic Park, which was opened by Her Majesty in 1994. At the Cayman Motor Museum, you can see classic cars on display. If you love stunning beaches and fashion, a trip to Camana Bay is a must for your holidays. And if you choose to get a car rental Grand Cayman really opens up. You can tour the local beaches, and still get back to your hotel in time for dinner.

Recurring Festivals and Events

When you're booking your stay at one of the luxurious Grand Cayman hotels, you may want to look into choosing the best time of year for your flight and hotel packages. If you book Grand Cayman packages during the spring, you'll have a chance to enjoy the Cayman Carnival Batabano. The festival includes a street parade with music, acrobats, and floats. Because the Caribbean is known as the home of pirates, you may want to visit during November when Pirates Week is in full effect. You can learn how to speak and dress like a pirate. If you enjoy active holidays, Pirates Week includes sea swims, as well as 5K runs and walks.

If you're shopping around for Grand Cayman all-inclusive vacations, you may want to see how easy Travelocity makes the process. You'll have access to great resorts, affordable flights, and outstanding deals. Be sure to take advantage of Travelocity's price guarantee: Travelocity will match a lower price, and refund the difference.

Frequently asked questions

How much are vacation packages to Grand Cayman?
With a Travelocity vacation package, you could paint the town red in Grand Cayman for as little as $645. Flights, hotels and experiences — we’ve got you. You’ll save loads just for bundling your bookings. And with all that taken care of before you even go, you don’t have to worry about a thing.
Where can I get the best vacation package deals for Grand Cayman?
It’s simple — browse Travelocity. With as many as 400 partner airlines and 1,000,000 properties around the world, it’s easy to put together a Grand Cayman package deal that fits your budget.
Why should I book my Grand Cayman vacation package via Travelocity?
Whether you’re in search of the ultimate unplugged getaway or after the fun and excitement of the big smoke, booking everything with Travelocity saves you time, hassle and money. No need to search through hundreds of websites to find the best deal — our Price Match Guarantee ensures you’ll always get the lowest possible price, and our professional customer service experts are available for you round-the-clock.
Can I save money on my Grand Cayman car rental if I combine it with hotels and flights?
You sure can. And our Grand Cayman vacation packages are the ideal way to do it. With just a few clicks you can save cash as well as time by bundling your bookings. Collect the keys to your rental car and do your vacation your way. Need to fill your itinerary? Add some activities or experiences to your package and save on those too.
What is the best time of year to go to Grand Cayman?
You’ll pick up the cheapest hotel prices around and pay the most during . You can expect it to be quieter in November, December and January, while you’ll find more fellow visitors to meet in the months of July, August and October. It all depends on what prices you’re willing to pay, the weather and how well you handle crowds.