Cayman Islands Vacations & Trips from $698

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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.
ONE Canal Point

ONE Canal Point

3.5 out of 5
Price was $1,020, price is now $698 per person
$698
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (143 reviews)
Great stay! Excellent!

Reviewed on Jul 27, 2025

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Save 100% on your flight
Price was $1,657, price is now $990 per person
$990
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (871 reviews)
Kimpton Seafire is a nice place to enjoy time at the beach and pool.

Reviewed on Aug 24, 2025

Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Save 100% on your flight
Price was $1,886, price is now $1,189 per person
$1,189
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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

Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,235, price is now $792 per person
$792
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
8.4/10 Very Good! (1,009 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

Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was $1,354, price is now $971 per person
$971
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.6/10 Exceptional! (188 reviews)
Clean, private, safe, convenient to all local activities.

Reviewed on Aug 25, 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

Things to do in Cayman Islands

The Cayman Islands offer a perfect blend of beach relaxation and family-friendly activities. Visitors can enjoy stunning beach experiences, explore vibrant shopping areas, and engage in thrilling adventure activities. Don’t miss out on the island's renowned diving centers and breathtaking diving destinations for an unforgettable underwater adventure. Whether lounging on the sand or diving into the crystal-clear waters, the Cayman Islands promise a memorable vacation for everyone.

Shopping

In the Cayman Islands, experience shopping at Governors Square, The Strand Shopping Center, and Galleria Plaza. Each offers a vibrant atmosphere with entertainment, family-friendly options, and a variety of shops perfect for finding unique gifts and souvenirs to take home.

Recreation

Cayman Crazy Golfing Mini Golf offers a fun-filled family atmosphere, combining friendly competition with vibrant surroundings. For golf enthusiasts, North Sound Golf Course and Britannia Golf Course provide stunning outdoor settings to enjoy an invigorating game while soaking in the beautiful Cayman landscape.

Adventure

Experience the thrill of Stingray City, where you can swim with friendly stingrays in crystal-clear waters. For hiking enthusiasts, Mastic Trail North Trailhead offers stunning scenery amidst lush greenery. Lastly, the Great Wall provides an exhilarating adventure for those seeking challenges in the beautiful Cayman Islands.

Nightlife

The nightlife in the Cayman Islands is vibrant and inviting. Start your evening with cocktails at the lively Bar Jack, then dance the night away at the energetic Club 7. For a more laid-back vibe, enjoy live music at the Sunset House, where the atmosphere is always electric.

*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 is an ideal destination for beach lovers and families seeking outdoor adventures. Visitors can explore stunning beaches, delve into local history at museums, and marvel at natural wonders like blowholes. This elegant island, particularly Grand Cayman, offers luxurious resorts and beautiful landscapes, making it a perfect spot for a culturally enriching getaway. With a variety of attractions tailored for outdoor enthusiasts and culture seekers, the Cayman Islands promises a memorable vacation experience.

  • Seven Mile Beach: This stunning stretch of white sand is famous for its crystal-clear waters and vibrant beach vibes. Relax under swaying palm trees, swim in the warm Caribbean Sea, or engage in water sports like snorkeling and paddleboarding. The beach is perfect for sunbathing or enjoying breathtaking sunsets.
  • Grand Cayman Blow Holes: Experience the natural beauty of the Grand Cayman Blow Holes, where seawater bursts through rocky formations, creating a mesmerizing sight. This secluded spot offers a tranquil atmosphere ideal for relaxation and exploration, making it a perfect escape for nature lovers.
  • Camana Bay: A lively tourist precinct, Camana Bay features family-friendly activities, shopping, and dining options. Stroll along the scenic waterfront, enjoy outdoor events, or take part in a variety of recreational activities that cater to all ages in this charming community.

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 during the off-peak season (typically August to October) for more affordable package holidays to Cayman Islands.
  • 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 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
$547 nightly
The price is $611 total per night from Sep 13 to Sep 14
$611 total
Sep 13 - Sep 14
Total with taxes and fees
9.8/10 Exceptional! (875 reviews)
"Great location! The beach is amazing. The pool is nice with outdoor games available by the pool. The staff is friendly and wonderful. The food taste good at every restaurant we tried. Lobby happy hour with wine and food is a nice touch. The small issues I had were addressed by management wonderfully. ..."

Reviewed on Aug 24, 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
$350 nightly
The price is $391 total per night from Sep 13 to Sep 14
$391 total
Sep 13 - Sep 14
Total with taxes and fees
9.6/10 Exceptional! (358 reviews)
"Thank you Hotel Indigo for a perfect family vacation"

Reviewed on Aug 25, 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
$802 nightly
The price is $898 total per night from Sep 1 to Sep 2
$898 total
Sep 1 - Sep 2
Total with taxes and fees
9.4/10 Exceptional! (1,004 reviews)
"Amazing"

Reviewed on Aug 24, 2025

The Ritz-Carlton, Grand Cayman
See all 1,511 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
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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 $698. 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 beautiful beaches, or simply savor its top-notch 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 seafood restaurants.

Governor's Beach
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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.