George Town Vacations from $705

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Your George Town Vacation

When a break in the city is calling, answer it with a George Town vacation package. The neighborhood of Renaissance, which is good for watersports, families and underwater activities, makes a great base for your adventures. Make your trip to George Town even more fulfilling by including some sightseeing. Seven Mile Beach, Governors Beach and Camana Bay are among the big attractions worth exploring. Stop dreaming and start adventuring. Explore the multitude of options on Expedia today and finally put your George Town vacation plans into action!

The Latest George Town 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
Save 100% on your flight
Price was $1,063, price is now $705 per person
$705
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
9/10 Wonderful! (44 reviews)
The property was everything i needed. Room was very nice and spacious. It was very clean and modern. It had a washer and dryer, coffee pot, nespresso coffee pod machine, all the cooking utensils and appliances that i needed. It was very safe and required a key fob to enter the outside walking area where the room doors are located. It was within walking distance of several restaurants. It was also within walking distance of several public beach locations. I would definitley stay here again if given the opportunity. No questions asked!!

Reviewed on Aug 20, 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 $2,093, price is now $1,275 per person
$1,275
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (351 reviews)
The service at this hotel was top notch! The staff are so friendly. The food is great with many options. The property is so clean and spacious. The service at the pool is spectacular - they even offer sunscreen and aloe. The pool is very large so plenty of room to have space when swimming. The proximity to the beach is awesome and we LOVED the beach club Bonny Moon! Would definitely recommend to anyone.

Reviewed on Aug 18, 2025

Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,288, price is now $862 per person
$862
per person
Nov 6 - Nov 10
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

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $1,410, price is now $959 per person
$959
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (871 reviews)
I love how the hotel is very clean and comfortable. Staff are amazing. The pool is cleaned daily as well. The only down side is the restaurant by the beach doesn’t have a big menu. If you are not into tacos and Latin flavor food, you will have to go outside for food.

Reviewed on Aug 20, 2025

Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Price was $1,492, price is now $1,027 per person
$1,027
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip 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

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Discover the most popular places to visit in George Town

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
One of my favorite beaches on the island! They have a pier, shade, soft pink/white sand, benches and bathrooms. You can often swim with sea turtles eating the sea grass. Friendly and the water is clear and beautiful!

Spotts Beach

If a restful vacation is part of your travel plans, Spotts Beach might be the perfect place to seek out during your trip to Savannah. Wander the parks and seaside while you're in the area.

Spotts Beach

Cayman Maritime Treasure Museum

4/5(7 reviews)

You can spend an afternoon browsing the exhibits at Cayman Maritime Treasure Museum during your trip to George Town. Stroll along the seaside or seek out the snorkeling spots.

Cayman Maritime Treasure Museum

What to do in George Town

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

$55
per adult
100% of travellers recommend
Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point
Cayman Crystal Caves

Cayman Crystal Caves Tour in Grand Cayman

$143
per adult
86% of travellers recommend
Cayman Crystal Caves Tour in Grand Cayman
Grand Cayman Ride 'n' Swim

Grand Cayman Ride 'n' Swim

$150
per adult
100% of travellers recommend
Grand Cayman Ride 'n' Swim
See all activities in George Town

George Town Hotel Deals

Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

South Sound
9.8/10 Exceptional! (85 reviews)
"We loved this apartment!! It was so clean and I had so many windows!! The location was great!! A quiet neighborhood and yet stores, restaurants and all you need are close. Smith Cove is a perfect beach for swimming, the water is so calm and beautiful. I cannot wait to return and stay here ..."

Reviewed on Jul 29, 2025

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Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
NEW Oceanfront Condo in George Town

NEW Oceanfront Condo in George Town

2 out of 5
George Town
Get rates
NEW Oceanfront Condo in George Town
Cayman Blu 2 Bedroom Waterfront Condo

Cayman Blu 2 Bedroom Waterfront Condo

Grand Harbour
10/10 Exceptional! (18 reviews)
"The condo was very clean and fresh. We appreciated having beach chairs and umbrellas and a cooler for beach time. The furniture was comfortable for relaxing, and the bed slept well. So nice to have started ingredients like oil, coffee and seasonings, as well as dish and laundry soap etc. The restaurant ..."

Reviewed on Aug 11, 2025

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Cayman Blu 2 Bedroom Waterfront Condo
See all 1,438 properties in George Town
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.

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Frequently asked questions

How much does a George Town vacation package cost?
You'll find cheap prices from $705 on Expedia for your George Town break. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to George Town costs.
What are the cheapest months to go to George Town?
You're likely to find lower prices and better availability in November, December and January. Browse our cheap George Town vacation packages and you could get some great off-season discounts.
How many days is enough for George Town?
George Town vacations can be short or long, but to get a true feel for this destination, we reckon 6 days is a good ballpark. With this timeframe, you can visit major attractions like Georgetown Museum and Cayman Maritime Treasure Museum as well as hidden gems. Don't forget to visit neighborhoods such as South Sound and Patricks Island either. If you're clever with your time, you can even schedule a day trip or two from George Town too.
Is it worth booking a vacation package to George Town?
Popular for its culture, shopping and history, a George Town vacation has something for everyone. Be sure to check out leading sights like Cayman Islands National Museum and Georgetown Museum, and consider renting a set of wheels for day trips to discover even more.
How to find the best George Town package deals?
Use Expedia's filters to help you find some tempting George Town package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for George Town package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a George Town vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still get the flexibility to create a tailored George Town vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to George Town?
If you've got your George Town vacation dates finalized, book as early as you can to grab some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to George Town?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit George Town.
  2. Budget wisely: In addition to the cost of your hotel, you should factor in other expenses too. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that could arise during your trip to George Town.
  3. Discover George Town using our trip planning tool: Gain insights into the leading attractions and best properties for your trip to George Town. You can also save your must-visit places, collaborate with friends and family and manage all your plans in one place.
  4. Decide how long to go for: Now that you know more about George Town, you can work out the perfect length of your break. Put together a draft plan and allocate enough time to cover everything you want to do.
  5. Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the ideal George Town vacation package for you.
  6. Book activities and experiences ahead of time: Whether it's entrance to a major attraction or a day trip, you won't have to worry about missing out on George Town's best offerings. Find all the fun things to do in George Town with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later George Town vacation packages?
Your George Town getaway is meant to be a relaxing escape from your busy life, not a source of money worries. So to allow you a little more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.