Cayman Islands Vacation Packages

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Photo by Cayman Islands Department of Tourism

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Your Cayman Islands Vacation

Book a vacation package to Cayman Islands and go wherever your adventurous soul leads you. This exciting destination has so much to offer, including its underwater activities, distilleries and craft breweries, coastal beaches, and so much more. Kick off your trip to Cayman Islands with some time exploring East End visiting popular sights like Grand Cayman Blow Holes and Barefoot Beach. West Bay is another city that lures crowds from far and wide. Seven Mile Beach and Stingray City are two of the top places to see in this destination. When it's time to stop dreaming and start travelling, Expedia will help turn your Cayman Islands vacation into reality.

Top vacation destinations in Cayman Islands

FlightsFlightsHotelsHotels

Seven Mile Beach

Seven Mile Beach

Top Cayman Islands Vacation Deals

Price found within the past 48 hours. Click for updated prices.
ONE Canal Point

ONE Canal Point

3.5 out of 5
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (143 reviews)
Great stay! Excellent!

Reviewed on Jul. 27, 2025

Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
10/10 Exceptional! (194 reviews)
This place is fantastic! The beach is just a few steps away, our villa was clean and modern and within walking distance of restaurants. Everyone was friendly and helpful. They went above and beyond to make our vacation a relaxing one. We will definitely be returning.

Reviewed on Jul. 8, 2025

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (852 reviews)
Great property and amazing staff and service

Reviewed on Aug. 8, 2025

Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
per person
Oct 16 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
8.4/10 Very Good! (1,008 reviews)
Dated property, not as pictured when selecting a location to stay on line. Request made several times for fresh towels but was not done, went to front desk for assistance.

Reviewed on Jul. 30, 2025

Black Urchin

Black Urchin

4.5 out of 5
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
10/10 Exceptional! (2 reviews)
Property is Beautiful and very private. One downside is being so far from extracurricular activities

Reviewed on Mar. 26, 2025

Things to do in Cayman Islands

The Cayman Islands offer a perfect blend of beach and family-friendly outdoor activities. Popular attractions include the famous Stingray City, where you can interact with gentle stingrays, as well as stunning beach vacations and thrilling ocean adventures. Don't miss out on the lively Pirate Week and exciting excursions that showcase the islands' natural beauty and rich culture, making it an ideal spot for your next getaway.

Shopping

At Governors Square, you'll enjoy a vibrant shopping atmosphere with various boutiques and entertainment options. Explore unique treasures at the Boddentown Art Shop, or visit the Cayman Craft Market for local crafts and souvenirs, all while soaking in the charming island vibes.

Recreation

Experience fun at Cayman Crazy Golfing Mini Golf with family-friendly vibes and adventurous mini-golf courses. For golf enthusiasts, North Sound Golf Course and Britannia Golf Course offer scenic outdoor settings perfect for enjoying a round while soaking in the beautiful Cayman Islands landscape.

Adventure

Experience the thrill of swimming with stingrays at Stingray City, where you can interact with these gentle creatures in their natural habitat. For a scenic adventure, hike the Mastic Trail North Trailhead, offering stunning views and a chance to explore the island's lush landscape.

Nightlife

The nightlife in the Cayman Islands offers vibrant beach bars and lively clubs. Visit George Town for a mix of local hotspots and upscale lounges, while Seven Mile Beach boasts beachside parties and live music. Enjoy a laid-back atmosphere with friendly locals and stunning ocean views.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Cayman Islands

The Cayman Islands offer a perfect blend of beach, family, and outdoor adventures. Explore the beautiful beaches, visit historical museums, and witness the breathtaking blowhole. Grand Cayman, the elegant island, is a must-see, providing rich cultural experiences and outdoor activities for all travellers. Make the most of your vacation by immersing yourself in the stunning landscapes and vibrant local culture.

  • Governor's Beach: Experience the quintessential Caribbean vibe at Governor's Beach, where soft white sands meet crystal-clear waters. This serene beach is perfect for sunbathing, swimming, and enjoying breathtaking sunsets, making it an ideal spot for relaxation and leisure.
  • North Sound: North Sound offers a stunning bay experience with its picturesque scenery and inviting beaches. Engage in water sports, explore the vibrant marine life, or simply relax while surrounded by the natural beauty of the Cayman Islands, making it perfect for outdoor enthusiasts.
  • Queen Elizabeth II Botanic Park: Discover the enchanting flora at Queen Elizabeth II Botanic Park, a haven for nature lovers and families. Stroll through beautifully landscaped gardens, enjoy the romance of lush surroundings, and witness vibrant wildlife, including the native Blue Iguana.

Tips to save on your trip to Cayman Islands

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Cayman Islands during the low season (August to October) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Cayman Islands Vacation

A Caribbean paradise, the Cayman Islands will captivate you from the moment you set foot on the territory’s pristine shores.

Cayman Islands Hotel + Flight

Looking for an easy way to save some money on your getaway? Build your own Cayman Islands Vacation Package with Expedia. With hotels starting at CA $383 a night, and an impressive 1,525 options to choose from, you'll get more bang for your Cayman Islands dollar than if you booked separately. We have everything you need for a fantastic Cayman Islands getaway — flights, hotels, car rental, tours and experiences.

Your Cayman Islands Vacation Itinerary

  • Day 1: Fly into Owen Roberts International Airport in Grand Cayman and start your adventure. For an unforgettable experience, head to Stingray City, where you can pet and feed gentle stingrays. Don’t miss the spectacular Cayman Crystal Caves either, where stalactite and stalagmite crystal structures await.

  • Day 2: A full-day tour of Grand Cayman Island is the perfect way to learn more about its many treasures, including Seven Mile Beach and the Cayman Turtle Farm. As the sun begins to set, cast away on a romantic sunset cruise with a rum cocktail in hand. Spend the rest of the evening discovering the vibrant nightlife of the capital George Town.

  • Day 3-4: Take a quick flight to Little Cayman Island and you’ll find yourself in a remote paradise. Explore wonders like South Hole Sound Lagoon, visit Booby Pond Nature Reserve and dive at Bloody Bay Wall Marine Park.

Cayman Islands Information

  • Don’t miss Pirate Week, more than a week’s worth of swashbuckling fun and festivities held each November. The festival kicks off with an invasion by sea as two pirate ships converge on George Town Harbour to take the local governor captive.

  • Getaways should be about rest and relaxation. Why not check in to aCayman Islands All Inclusive Resortand really put your feet up this vacation?

Cayman Islands Hotel Deals

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
Fully refundable
The price is CA $593 per night from Aug 16 to Aug 17
CA $593
CA $858 total
Aug 16 - Aug 17
includes taxes & fees
9.8/10 Exceptional! (860 reviews)

Reviewed on Aug. 9, 2025

Kimpton Seafire Resort + Spa by IHG
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
32 Seafire Way, Seven Mile Beach, West Bay
Fully refundable
The price is CA $383 per night from Aug 24 to Aug 25
CA $383
CA $568 total
Aug 24 - Aug 25
includes taxes & fees
9.6/10 Exceptional! (334 reviews)
"While the stay in GRand Cayman was a bit pricey, with Indigo, you get what you pay for and that is great service, delicious food and a relaxing visit. While I wish there were non-motorized sports available to guests, as is the case with many resorts at many other islands, this was a great relaxing ..."

Reviewed on Aug. 8, 2025

Hotel Indigo Grand Cayman by IHG
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
Fully refundableReserve now, pay when you stay
The price is CA $810 per night from Aug 23 to Aug 24
CA $810
CA $1,134 total
Aug 23 - Aug 24
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
"people are so nice"

Reviewed on Aug. 9, 2025

The Ritz-Carlton, Grand Cayman
See all 1,525 properties in Cayman Islands
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 Cayman Islands vacation package cost?
The most affordable Cayman Islands vacation package is CA $1,169, so your dream vacation can become a reality — without the high price tag. Bundle flights, hotels and car rentals to build a package that suits your travel style.
How do I get a cheap travel package to Cayman Islands?
Combine your hotels and flights, toss in extras such as activities, and save with a Cayman Islands vacation package. You won't just score amazing discounts on your escape — you'll have plenty of choice at your fingertips too. When you book through Expedia, you'll have your pick of over 550 airlines and 1,000,000 hotels around the world. Your next affordable adventure starts right here, right now!
Where should I stay in Cayman Islands?
Boatswains Beach is one of the things that lures wanderers to Cayman Islands, so it should come as no surprise that many book their hotel in West Bay.
What are the top hotels in Cayman Islands?
Grand Cayman Marriott Resort and The Locale Hotel Grand Cayman know how to make their guests feel at home in Seven Mile Beach. If your travel plans also include North Side, look up The Westin Grand Cayman Seven Mile Beach Resort & Spa and Sunshine Suites Resort. Both are top picks with travelers.
How far in advance should I book my Cayman Islands vacation?
It's hard to pick the ideal time for airfares, but we generally suggest the earlier, the better. Most international flights on Expedia become available to compare up to 12 months in advance. If you can't book early, don't fret. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Cayman Islands travel package include?
Packages include rental cars, flights and hotels, but you can mix and match them to create your perfect Cayman Islands getaway. You can also add on a few tours and activities once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll score discounts you won't find elsewhere.
What should I know before booking a Cayman Islands travel package?
Locking in all the parts of your trip together is a great way to save. Bundle your car rentals, airfares and hotels into a neat package. But your options don't end at hotels. Expedia has all types of properties, including vacation rentals like oceanfront condos and spacious residences. You've got choices galore!
Can I choose my airline with a Cayman Islands Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you certainly can. Simply choose your favorite carrier and craft the perfect Cayman Islands escape.
If I'm not able to travel, can I cancel my Cayman Islands vacation package?
Because we understand life can throw you a few curveballs, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in Cayman Islands

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 beautiful beaches, or simply savor its top-notch restaurants.

Seven Mile Beach

Camana Bay

4.5/5(41 reviews)

You can browse for the perfect souvenirs at Camana Bay during your visit to Seven Mile Beach. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

Camana Bay

Governors Square

4.5/5(9 reviews)

You can do some window-shopping at Governors Square during your visit to Seven Mile Beach. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

Governors Square

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