Deals on vacations and trips to Cayman Islands

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Cayman Islands flight + hotel vacation packages

Beachcomber

Beachcomber

3.5 out of 5
Save 100% on your flightPrice was $5,320, price is now $4,476 per person
per person
Mar 5 - Mar 9
Roundtrip non-stop flight included
Newark (EWR) to George Town (GCM)
An outdoor pool is featured at this condo, along with free WiFi in public areas.
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Price was $1,420, price is now $1,204 per person
per person
Apr 10 - Apr 14
Roundtrip flight included
New York (NYC) to George Town (GCM)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this hotel. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flightPrice was $7,675, price is now $6,571 per person
per person
Mar 5 - Mar 9
Roundtrip non-stop flight included
Newark (EWR) to George Town (GCM)
This hotel features 3 outdoor pools and a poolside bar. Families will appreciate barbecue grills and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.
Luxury Cayman Villas

Luxury Cayman Villas

3.5 out of 5
Save 100% on your flightPrice was $15,241, price is now $13,153 per person
per person
Apr 22 - Apr 29
Roundtrip non-stop flight included
Newark (EWR) to George Town (GCM)
An outdoor pool, free self parking, and laundry facilities are featured at this villa. WiFi in public areas is free. Concierge services and barbecue grills are also provided.
Sprat Bay Luxury Villa

Sprat Bay Luxury Villa

4 out of 5
South Sound
Save 100% on your flightPrice was $7,600, price is now $6,857 per person
per person
Mar 15 - Mar 19
Roundtrip non-stop flight included
Newark (EWR) 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.

Top Cayman Islands hotels deals

Grand Cayman Marriott Beach Resort

Grand Cayman Marriott Beach Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
The price is $569 per night
$569
per night
Jan 30 - Jan 31
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a children's club and an arcade/game room, and free supervised childcare is an added bonus.
Sunshine Suites Resort

Sunshine Suites Resort

3.5 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
The price is $329 per night
$329
per night
Jan 30 - Jan 31
This hotel features 2 beach bars, a bar/lounge, and a restaurant. Relax with beach cabanas, sun loungers, and beach umbrellas. Enjoy the outdoor pool and perks like free WiFi.
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 $649 per night
$649
per night
Jan 30 - Jan 31
This smoke-free resort features a private beach, a full-service spa, and 4 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

3 out of 5
22 Piper Way, Seven Mile Beach, KY1-1201
The price is $300 per night
$300
per night
Feb 28 - Mar 1
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, luggage storage, and laundry facilities are also on offer.
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road, Seven Mile Beach, Grand Cayman, KY1-1209
Free Cancellation
Reserve now, pay when you stay
The price is $272 per night
$272
per night
Feb 22 - Feb 23
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.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
2221 Queens Highway, Collier's Bay, East End, Grand Cayman
Get rates
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this resort. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate the children's pool, picnic area, and in-room childcare.
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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 Little Cayman Beach

Little Cayman Beach

Why not spend a carefree afternoon at Little Cayman Beach during your travels in Blossom Village? While you're in the area, wander around the parks.

Little Cayman Beach
Image for Little Cayman Beaches

Little Cayman Beaches

Why not spend a lazy afternoon at Little Cayman Beaches during your trip to Little Cayman? While you're in the area, stroll along the beaches.

Little Cayman Beaches
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

Frequently asked questions

How much are vacation packages to Cayman Islands?
You’ll be pleasantly surprised — you can unwind in Cayman Islands for as low as $1,204. Let Travelocity save you time and stress with our fantastic vacation packages. With experiences, hotels and flights all ready to be snapped up, what’s stopping you?
Where can I get the best vacation package deals for Cayman Islands?
You can pick up unbeatable Cayman Islands package deals with Travelocity. Pick from 400 air carriers and 1,000,000 properties worldwide and turn those vacation daydreams into a reality.
Why should I purchase my Cayman Islands vacation bundle with Travelocity?
You’ll not only save lots, but you can also access our round-the-clock support, high-quality service and a Price Match Guarantee. Explore every nook-and-cranny across the world, uncover lesser-known sights and create unforgettable memories — we’ll take care of the important details.
Can I save money on my Cayman Islands car rental if I bundle it with my hotel or flight?
Combining your bookings into a Cayman Islands vacation package will save you a tidy sum. You can bundle a car and flight a hotel, car and flight or a car and hotel. There’s no better way to explore the greater Cayman Islands area than from behind the wheel of your own rental car. You can also add experiences and activities to your Travelocity package.
What is the best time of year to go to Cayman Islands?
It all depends on whether you prefer to save money or visit Cayman Islands at its most exciting. The quietest time to see this part of the world is . If you want to experience this destination at its peak, consider . More interested in saving your hard-earned money? The cheapest month is . usually has the highest prices.
What is there to do in Cayman Islands?
You’ll be happy to know Cayman Islands is full to the brim with incredible photo-ops, however Boatswain’s Beach and Stingray City are among the best of them.
Can I go on vacation to Cayman Islands at this time?
Discover all the info you need to know about travel restrictions and quarantine policies before you fly to Cayman Islands. Our Covid-19 Travel Advisor is full of advice to help make your vacation as hassle-free as possible.

Where to stay in Cayman Islands: Best areas for travelers