Cayman Islands Vacations & Trips from $996

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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 traveling, Expedia will help turn your Cayman Islands vacation into reality.

Top destinations in Cayman Islands

FlightsFlightsHotelsHotels

Seven Mile Beach

Seven Mile Beach

The Latest Cayman Islands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
per person
Jul 6 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.2/10 Wonderful! (29 reviews)
This apartment was fantastic for our family with kids! We especially appreciated the included beach gear (toys, umbrella, chairs) and the convenience of having a washer/dryer and BBQ. The location on 7-Mile Beach, near The Grove, was ideal. While the grocery store in The Grove was a bit pricey, the pool was a great bonus, especially for evening swims. Being within walking distance of Governors Square made it easy to access more affordable groceries and a wider variety of restaurants like the excellent Yoshi. Just a heads-up: the area can get crowded when cruise ships are in port. We had a minor issue with the bedroom sheets, but it was resolved quickly. Heads up: cleaning the apartment was not included during the stay.

Reviewed on Apr 21, 2025

Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
per person
Jun 14 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
8/10 Very Good! (261 reviews)
All in one resort. Great beach and pool access. Lots of activities. Friendly staff. Building that I was in was a little worn. The bed needed a mattress upgrade. Other than that, a wonderful stay.

Reviewed on Apr 28, 2025

Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
8.4/10 Very Good! (1,000 reviews)
It was wonderful. Caution: Doors to room slam shut would be my only concern. I slammed my finger in the door and it could be broken.

Reviewed on Apr 19, 2025

Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
per person
Jun 14 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.6/10 Exceptional! (80 reviews)
Really nice price and for the price it is worth it

Reviewed on Apr 28, 2025

Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
10/10 Exceptional! (1 review)
Property is Beautiful and very private. One downside is being so far from extracurricular activities

Reviewed on Mar 26, 2025

Best Places to Vacation in Cayman Islands

1. Create memories in Seven Mile Beach with a vacation package

Seven Mile Beach in George Town, Cayman Islands offers a picturesque and idyllic atmosphere for beach vacation. With its crystal-clear waters and white sandy shores, it is the perfect destination for snorkeling, scuba diving, and enjoying various water activities. The surrounding islands provide opportunities for exciting excursions and exploring marine life. After a day of adventure, indulge in delicious seafood and dining experiences while watching breathtaking sunsets. Seven Mile Beach is a haven for travelers seeking relaxation, adventure, and a taste of island paradise.

  • Travelers tend to stay 5 days in Seven Mile Beach

2. Find your perfect North Side vacation

North Side in the Cayman Islands offers a perfect atmosphere for a beach vacation. With its beautiful islands, snorkeling and kayaking opportunities, and stunning coral reefs, it's a paradise for water enthusiasts. The relaxed vibe allows for ultimate relaxation, whether you're lounging on the beach or biking around the area. The marina provides a great starting point for excursions and boat trips, allowing you to explore the surrounding natural parks. North Side is truly a haven for those seeking a beach getaway filled with natural beauty and outdoor activities.

  • Travelers tend to stay 5 days in North Side

3. Book your ideal West Bay with a vacation package

West Bay in the Cayman Islands is a perfect destination for a beach vacation. The local atmosphere is filled with the serenity of the islands, offering a relaxing and romantic getaway. With its stunning coral reefs, West Bay is an ideal spot for scuba diving and snorkeling. Visitors can also enjoy various water activities like boating and exploring the crystal-clear sea. The area is known for its delicious seafood, allowing travelers to indulge in mouthwatering dishes. Whether you're looking for adventure or simply want to unwind on the beach, West Bay offers the perfect atmosphere for a memorable vacation.

  • The peak season is from July to September
  • The off-peak season is from October to December
  • Travelers tend to stay 4 days in West Bay

4. Discover Bodden Town with our vacation deals

Bodden Town in the Cayman Islands offers a unique and diverse vacation experience. With its stunning beaches and crystal-clear waters, it's the perfect destination for a beach getaway. The local atmosphere in Bodden Town is laid-back and relaxed, allowing visitors to unwind and soak up the sun. The town also offers a range of activities for art and nature enthusiasts, with opportunities to explore the local flora and fauna and visit art galleries. For history buffs, there are museums and historical sites to explore, providing a glimpse into the island's rich past. Overall, Bodden Town offers a delightful mix of natural beauty, culture, and history for a memorable vacation.

  • The peak season is from July to September
  • The off-peak season is from October to December
  • Travelers tend to stay 5 days in Bodden Town

6. Enjoy George Town with a travel package

George Town in the Cayman Islands offers a perfect beach vacation experience. The town is surrounded by beautiful islands and pristine beaches, making it ideal for excursions and relaxation. You can enjoy various water activities such as boating, snorkeling, and scuba diving in the crystal-clear sea. The town's port is bustling with tours and opportunities to explore the marine life. Don't forget to indulge in delicious seafood dishes, as George Town is known for its fresh and flavorful seafood. Overall, George Town provides a wonderful atmosphere and experience for a beach vacation.

  • Travelers tend to stay 4 days in George Town

5. Explore Rum Point with a vacation package

Rum Point, located in North Side, Cayman Islands, is the perfect destination for a beach vacation. With its stunning geography, you'll be surrounded by beautiful islands and crystal-clear waters. The local atmosphere is welcoming and the people are friendly, making your stay even more enjoyable. Whether you're interested in snorkeling, boating, or dining on delicious seafood, Rum Point has it all. There are also plenty of activities and excursions to keep you entertained throughout your vacation. From exploring the sea to indulging in local cuisine, Rum Point offers a truly unforgettable beach experience.

  • The peak season is from January to March
  • The off-peak season is from September to November

Find the Best Cayman Islands Vacation Packages

Best months to visit Cayman Islands

Looking for the best time to visit Cayman Islands? Our table will help you. Cayman Islands boasts a year-round average temperature of 81.4°F, reaching a peak of 84.4°F in August, its warmest month, and dropping to an average low of 78.4°F in January, February, March, the coolest month. The annual rainfall averages 89.7mm, with October experiencing the heaviest showers, while March is the driest month.

Monthcalendar iconTemperature (Fahrenheit)temperature iconRainfallrain iconCloud coveragecloud icon
January78.4No Rain (Dry)Mostly Sunny
February78.4No Rain (Dry)Mostly Sunny
March78.4No Rain (Dry)Mostly Sunny
April80.2No Rain (Dry)Mostly Sunny
May81.7Light RainMostly Sunny
June82.9Light RainMostly Sunny
July83.8Light RainMostly Sunny
August84.4Light RainMostly Sunny
September84.2Light RainMostly Sunny
October83.1Moderate RainMostly Sunny
November81.3Light RainMostly Sunny
December79.9No Rain (Dry)Mostly Sunny

How to save money on a vacation to Cayman Islands

  • Combine your flights with hotels or car rentals to save money, especially in Cayman Islands.
  • Take advantage of Expedia's OneKey program to collect points and save money.
  • Utilize the helpful search filters on Expedia to find the perfect accommodation within your price range.
  • Consider traveling during the off-peak season in Cayman Islands, which is October-December, for better package deals.
  • Use the search filter for price limits on Expedia to find a vacation that suits your budget.
  • Discover the best vacation experience for you by using the travel experience filter on Expedia, whether it's a family, romantic, or adventurous getaway.

Cayman Islands Essential Information

Prepare for your Cayman Islands vacation with our essential travel info

Language
English
Local Currency
Cayman Islands dollar
Population
63,129
Natural Landscapes
Starfish Beach, Point of Sand Beach, Bloody Bay Wall (Dive Site), Cemetery Wall, Rum Point

Cayman Islands Hotel Deals

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
Fully refundableReserve now, pay when you stay
The price is $611 per night from May 18 to May 19
$611
includes taxes & fees
$554 per night
May 18 - May 19
8.8/10 Excellent! (1,004 reviews)
"This was our third visit to the property. Our previous visit was several years ago (2017). Despite the destructive weather of the past two years, the property has been kept up, renovated, improved, and is immaculate. Conveniently located near many food options and activities, this is our home in ..."

Reviewed on Apr 28, 2025

Grand Cayman Marriott Resort
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
The price is $576 per night from May 20 to May 21
$576
includes taxes & fees
$516 per night
May 20 - May 21
9.6/10 Exceptional! (241 reviews)
"Service Clean"

Reviewed on Apr 28, 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
The price is $1,207 per night from May 1 to May 2
$1,207
includes taxes & fees
$1,079 per night
May 1 - May 2
9.4/10 Exceptional! (975 reviews)
"Staff and facility amazing"

Reviewed on Apr 27, 2025

The Ritz-Carlton, Grand Cayman
See all 1,498 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

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Cayman Islands vacation package cost?
We make it simple to travel somewhere new, with Cayman Islands packages starting from just $996. You’ll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate escape, why not add some tours and activities to your travel itinerary?
How do I get a cheap travel package to Cayman Islands?
Secure flights that fit your busy schedule, add a hotel to your booking and watch the savings rack up with a Cayman Islands vacation package. It’s that simple! From hotels and flights to activities and rental cars, Expedia makes traveling on a budget easy. And with over 550 airlines and 1,000,000 properties around the globe to select from, you’ll never be short of choice.
What are the top hotels in Cayman Islands?
Grand Cayman Marriott Resort and Sunshine Suites Resort know how to make their guests feel welcome in Seven Mile Beach. If you also plan to stay in North Side, check out The Locale Hotel Grand Cayman and Hampton by Hilton Grand Cayman Seven Mile Beach. Both are very popular with travelers.
How far in advance should I book my Cayman Islands vacation?
Reward yourself with the widest variety at the lowest prices by booking your trip to Cayman Islands nice and early. Air carriers typically sell flights around 12 months in advance, so start locking things in as soon as you can. That said, Expedia is committed to giving you the best bargains around, so it’s never a bad time to book your dream vacation!
What does an Expedia Cayman Islands travel package include?
From hotels and flights to rental cars, Expedia can help you put together a Cayman Islands package that suits you. Heading away for a week or longer? Give some thought to a rental car, hotel and flight bundle. If you’re taking a quick break, a flight and hotel deal may suit you better. Tours and activities can be added after you’ve booked. Our packages make it a cinch to save and plan.
What should I know before booking a Cayman Islands travel package?
Tailor deals that match your budget with an Expedia package. Hotels, airfares, rental cars — we have everything you need to plan your break. You’ll save a packet just by bundling your bookings. Whether you’re embarking on an adventure in the snow or venturing someplace warm, your perfect getaway is just a few clicks away.
Can I choose my airline with a Cayman Islands Expedia vacation package?
Yes, and with over 550 airlines to pick from around the world, you’re not short on choice. Look through the available options and find out which airline best fits your budget and needs.
Does Expedia offer Book Now, Pay Later Cayman Islands vacation packages?
Thanks to the joint efforts of Expedia and online lender Affirm, you can split the price of your package booking over multiple payments. For financial flexibility, take advantage of our Book Now, Pay Later option and structure a payment arrangement that matches your circumstances.
If I'm not able to travel, can I cancel my Cayman Islands vacation package?
It’s impossible to predict what the future holds, so it’s comforting to know that you can cancel or change your Cayman Islands vacation package. If you made your booking in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to learn more.

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 seaside, or simply savor its seafood restaurants.

Seven Mile Beach
Departing

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
#LifeAtExpedia

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 top-notch restaurants.

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