Cayman Islands Vacations & Trips from $1,110

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

Top destinations in Cayman Islands

FlightsFlightsHotelsHotels

Little Cayman

Little Cayman

The Latest Cayman Islands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,624, price is now $1,110 per person
$1,110
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
8.4/10 Very Good! (1,014 reviews)
Nice property! Great food! Very relaxing vacation!

Reviewed on Jan 2, 2026

VIDA Cayman

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $2,721, price is now $1,748 per person
$1,748
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (8 reviews)
Great boutique property with excelle t staff who were super accommodating. Nourish, the restaurant on premise, was healthy and delicious. It was not fully booked so our stay felt private and quiet. The beach near property is not great. But you can drive to better ones within 10 minutes.

Reviewed on Jul 14, 2025

Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $2,814, price is now $1,866 per person
$1,866
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (432 reviews)
Beautiful, clean hotel. Very friendly staff, especially Paul at the front drop off. He can tell you about anywhere you may want to go on the island. A special shout out to Angelica at the front desk who took care of everything all hours of the day and night

Reviewed on Jan 10, 2026

Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $4,510, price is now $3,156 per person
$3,156
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.6/10 Exceptional! (25 reviews)
Amazing, beautiful property! Fantastic food, gorgeous pool! Can't wait to go back.

Reviewed on Jul 2, 2025

Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
Save 100% on your flight
Price was $2,081, price is now $1,584 per person
$1,584
per person
Mar 28 - Apr 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
9/10 Wonderful! (1,001 reviews)
Clean room, great staff, steps away from the beach

Reviewed on Jan 9, 2026

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 an idyllic vacation for families and beach lovers alike, featuring stunning beaches and vibrant outdoor activities. Visitors can enjoy thrilling underwater sports, explore top diving destinations, and experience exceptional diving at renowned centers. For those looking to shop, the island boasts a variety of shopping areas that promise unique finds. Whether you’re snorkeling in crystal-clear waters or relaxing on the beach, the Cayman Islands provide an unforgettable getaway.

Shopping

Experience shopping in the Cayman Islands at Governors Square, a vibrant hub featuring entertainment and family-friendly options. Don't miss Boddentown Art Shop for unique local crafts, and visit The Strand Shopping Center for a mix of shopping and entertainment in a lively atmosphere.

Recreation

Experience the tranquil beauty of North Sound Golf Course, where outdoor sports and stunning landscapes combine for a rejuvenating day. At Britannia Golf Course, enjoy a round of golf surrounded by lush greenery. For family fun, Cayman Crazy Golfing Mini Golf offers an adventurous atmosphere perfect for all ages.

Adventure

Experience the thrill of Stingray City, where you can interact with friendly stingrays in their natural habitat. For hiking enthusiasts, the Mastic Trail North Trailhead offers breathtaking scenery and a chance to explore the island's lush interior. Alternatively, wander along the Salt Rocks Nature Trail for a captivating outdoor adventure.

Nightlife

The Cayman Islands' nightlife is vibrant and diverse, featuring beach bars and upscale lounges. Explore the lively atmosphere at George Town's Club 7 for dancing, or unwind at the Rum Point Club with cocktails by the sea. Enjoy live music at the local hotspots for an unforgettable night out.

*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 an ideal vacation spot for beach lovers, families, and outdoor enthusiasts. Visitors can explore beautiful beaches, intriguing history museums, and natural wonders like blowholes. This destination caters to those seeking cultural experiences and relaxation, with options for luxurious resorts and picturesque islands, particularly the elegant Grand Cayman. Whether you're looking for adventure or tranquility, the Cayman Islands promise a memorable getaway.

  • Seven Mile Beach: Known for its stunning white sands and crystal-clear waters, Seven Mile Beach offers a perfect blend of relaxation and beach vibes. Enjoy sunbathing, swimming, or engaging in water sports while soaking in the picturesque surroundings. It's an ideal spot for both tranquility and fun.
  • Grand Cayman Blow Holes: These natural blowholes provide a unique spectacle as ocean waves crash against the rocks, creating impressive water spouts. The secluded atmosphere makes it a peaceful place to enjoy nature's beauty, perfect for relaxation and recreation in a stunning coastal setting.
  • Camana Bay: A vibrant tourist precinct, Camana Bay features family-friendly activities and outdoor spaces. Explore its charming shops, dine at local restaurants, and enjoy waterfront strolls, making it an excellent destination for families looking for a fun and interactive experience.

Best time to go to Cayman Islands

The best time to visit Cayman Islands is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January, February and March are its coolest month on average. At the time of February, visitor numbers are average and weather is mostly sunny.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.4°F (25.8°C)No RainMostly SunnySlightly HighSlightly High
February78.4°F (25.8°C)No RainMostly SunnyAverageSlightly High
March78.4°F (25.8°C)No RainMostly SunnySlightly HighSlightly High
April80.2°F (26.8°C)No RainMostly SunnyAverageAverage
May81.7°F (27.6°C)Light RainMostly SunnySlightly LowAverage
June82.9°F (28.3°C)Light RainMostly SunnyAverageAverage
July83.8°F (28.8°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September84.2°F (29.0°C)Light RainMostly SunnyAverageSlightly Low
October83.1°F (28.4°C)Moderate RainMostly SunnySlightly LowSlightly Low
November81.3°F (27.4°C)Light RainMostly SunnySlightly LowAverage
December79.9°F (26.6°C)No RainMostly SunnyAverageAverage

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.

Find the Best Cayman Islands Vacation Packages

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

Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
22 Piper Way Seven Mile Beach
Fully refundableReserve now, pay when you stay
$438 nightly
The price is $490 total per night from Feb 2 to Feb 3
$490 total
Feb 2 - Feb 3
Total with taxes and fees
9.2/10 Wonderful! (658 reviews)
The staff was very courteous.

Reviewed on Dec 28, 2025

Hampton by Hilton Grand Cayman Seven Mile Beach
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
$509 nightly
The price is $569 total per night from Jan 13 to Jan 14
$569 total
Jan 13 - Jan 14
Total with taxes and fees
9.6/10 Exceptional! (465 reviews)
Everything was great

Reviewed on Jan 9, 2026

Hotel Indigo Grand Cayman by IHG
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
$550 nightly
The price is $615 total per night from Jan 11 to Jan 12
$615 total
Jan 11 - Jan 12
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Staff was wonderful especially Jaydon at reception. Courteous, professional and very helpful with restaurant recommendations

Reviewed on Jan 5, 2026

Grand Cayman Marriott Resort
See all 1,520 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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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 $1,110. 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

Departing

Port of Georgetown

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
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
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Governor's Beach

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.