Bailey's Bay Vacations from $753

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Your Baileys Bay Vacation

With a vacation package to Baileys Bay, say goodbye to travel planning and hello to stress-free adventure. Every detail of your journey has been taken care of before departing, so you can enjoy each moment discovering this interesting city. You'll want to take in some sights during your trip to Baileys Bay. Don't miss major attractions such as Bermuda Aquarium Museum and Zoo, Crystal Caves and Bermuda Perfumery. A couple of clicks is all it takes to build your dream Baileys Bay vacation on Expedia.

The Latest Bailey's Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
St George's Club Hotel

St George's Club Hotel

2 out of 5
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9.2/10 Wonderful! (141 reviews)
We loved our stay at the St. George Club Hotel but the ads are misleading as there is not a restaurant onsite. It is being renovated. Also, the hotel office was closed when we arrived after 9 pm and we received no information about where to find coffee (not provided) or breakfast, much less information about travelling around the island. That information would have made our first visit to Bermuda much better. The 2 pools and fitness room and tennis courts are lovely.

Reviewed on Jul 17, 2025

Azura Bermuda

Azura Bermuda

4 out of 5
Save 100% on your flight
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9.2/10 Wonderful! (185 reviews)
The staff is very friendly and helpful. The roomis marvelous with a spectacular view and a jacuzzi. It is like staying in a condo with a full kitchen equipped with all the amenities. It is new, clean, tidy, and contemporary. All the pools have great views. It is definitely a luxury hotel.

Reviewed on Jul 18, 2025

Hamilton Princess & Beach Club - a Fairmont Managed Hotel

Hamilton Princess & Beach Club - a Fairmont Managed Hotel

4.5 out of 5
Save 100% on your flight
per person
Sep 7 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9.2/10 Wonderful! (1,006 reviews)
The staff was phenomenal great service great food Didn’t like the bus trip to the beach when booked seemed like the beach was on the property

Reviewed on Jul 6, 2025

Cambridge Beaches Resort & Spa

Cambridge Beaches Resort & Spa

4 out of 5
Save 100% on your flight
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9.2/10 Wonderful! (999 reviews)
Gorgeous property, beautiful water and amazing staff! Would definitely go back.

Reviewed on Jul 17, 2025

Newstead Belmont Hills Golf Resort & Spa

Newstead Belmont Hills Golf Resort & Spa

4 out of 5
Save 100% on your flight
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9/10 Wonderful! (558 reviews)
Lovely staff and property! The hotel provides a shuttle to the beach + restaurants and a water taxi to Hamilton making moving around easy. Our room was spacious, quiet, and clean. Would absolutely stay here in the future!

Reviewed on Jul 14, 2025

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Discover the most popular places to visit in Bailey's Bay

Flatts sunset view

Bermuda Aquarium Museum and Zoo (BAMZ)

4.5/5(105 reviews)

Make time to visit the sea animals who live in Bermuda Aquarium Museum and Zoo (BAMZ) during your trip to Hamilton Parish. Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.

Bermuda Aquarium Museum and Zoo (BAMZ)
The only reason I knew there was a beach was because google map said so. The sand had an unique pink hue at this hidden beach. #LifeAtExpedia #pinkSand #shells

Blue Hole Park

4/5(11 reviews)

Explore the lovely green spaces of Blue Hole Park and enjoy the golf courses in Hamilton Parish. Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.

Blue Hole Park

Crystal Caves

4.5/5(193 reviews)

Explore the lovely green spaces of Crystal Caves and enjoy the golf courses in Hamilton Parish. Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.

Crystal Caves

What to do in Bailey's Bay

Make the Most of Your Time Together!

East End Excursion: Private Guided Family Tour in Bermuda

$95
per adult
East End Excursion: Private Guided Family Tour in Bermuda
Crystal Caves, Hamilton Shopping and Beach Tour

Crystal Caves, Hamilton Shopping and Beach Tour

$140
per adult
94% of travellers recommend
Crystal Caves, Hamilton Shopping and Beach Tour
Bermuda Triangle Twilight Cruise

Bermuda Triangle Twilight Cruise

$89
per adult
100% of travellers recommend
Bermuda Triangle Twilight Cruise
See all activities in Bailey's Bay

Bailey's Bay Hotel Deals

Paradise at Limehouse

Paradise at Limehouse

Hamilton
$230 nightly
The price is $230 total per night from Jul 20 to Jul 21
$230 total
Jul 20 - Jul 21
Total includes taxes and fees
9.4/10 Exceptional! (36 reviews)
"The room clean and comfortable."

Reviewed on Jun 27, 2025

Paradise at Limehouse
Manders Estate Ocean View Bed & Breakfast - Wake Up to Paradise

Manders Estate Ocean View Bed & Breakfast - Wake Up to Paradise

Hamilton
Get rates
Manders Estate Ocean View Bed & Breakfast - Wake Up to Paradise
Wyndham Water Views

Wyndham Water Views

Hamilton
9/10 Wonderful! (10 reviews)
Cottage attached to a beautiful historic home
"The home, location, and particularly the views were stunning. The grounds were beautiful and peaceful. The cottage was small but sufficient. Minor issue- the mini-split was great for cooling the bedroom but the front room got hot in the afternoon. More of an issue was the poor water pressure and ..."

Reviewed on Jun 28, 2025

Get rates
Wyndham Water Views
See all 268 properties in Bailey's Bay
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.

Find the Best Bailey's Bay Vacation Packages

Baileys Bay Essential Information

Language
English
Currency
Bermudian dollars
Closest Airport
L.F. Wade Intl. Airport (BDA)
Max Temp Winter
70ºF
Max Temp Summer
80ºF
Top Sights
Crystal Caves, Bermuda Aquarium Museum and Zoo and Blue Hole Park

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Frequently asked questions

How much does a Bailey's Bay vacation package cost?
You can grab a vacation package to this top destination from $753 on Expedia. However, how much your vacation to Bailey's Bay costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Bailey's Bay?
September, November and December are the best times to search for cheap Bailey's Bay vacation packages. Traveling in quieter months means you'll typically find better prices on hotels and flights.
How many days is enough for Bailey's Bay?
Typically, a handful of days is enough to go to the major attractions during your Bailey's Bay vacation. However, if you want to have time to chill out or go on day trips, think about extending your trip.
How to find the best Bailey's Bay package deals?
Use Expedia's filter tool to help you find some fabulous Bailey's Bay package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Bailey's Bay package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Bailey's Bay vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Bailey's Bay vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Bailey's Bay?
Enjoy incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Bailey's Bay escape.
How to plan a trip to Bailey's Bay?

  1. Choose your dates: What you want to do in Bailey's Bay and your favorite season can help you decide when to travel.
  2. Set a budget: Factor in costs such as transportation, flights and meals when working out how much to put aside for your trip to Bailey's Bay. Then, pick a hotel that fits your budget, whether that's a low-cost stay or a lavish getaway.
  3. Use Expedia's trip planning tool to discover Bailey's Bay: Research every aspect of your trip to Bailey's Bay with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Decide how many days away: Start by making a list of all the sights and activities you'd like to get to in Bailey's Bay. Then, estimate how long you'll need for each, along with any travel time.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Bailey's Bay vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Take a look at our dedicated travel guide to find some awesome things to do in Bailey's Bay. Book tickets or make reservations in advance to save time and skip the hassle of looking for activities once you arrive.

Does Expedia offer Book Now, Pay Later Bailey's Bay vacation packages?
If you're like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Bailey's Bay trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.