Bailey's Bay Vacations from $1,032

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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
Save 100% on your flight
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9.2/10 Wonderful! (135 reviews)
Everyone was so nice and helpful. All went above and beyond to assist with our many questions. Its homey but a little dated. Would have loved the restaurant to be open in some capacity but would not deter me from returning. Close to the waterfront dining and shopping. Planning to return next year.

Reviewed on Jun 25, 2025

Azura Bermuda

Azura Bermuda

4 out of 5
Save 100% on your flight
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9.2/10 Wonderful! (178 reviews)
We got upgraded thanks to my Platinum status, which significantly improved our experience. However, having a look around the property, I could tell that any other room would have provided an exceptional experience as well. The property seems to be new, clean and well maintained. We went in April which meant we were able to see whales from our patio, and we were able to walk along the long beach near the hotel. We loved this hotel so much, that we've already suggested it to our friends and family. There were a few hiccups with admin, however once brought to their attention, they were swiftly solved. If I were to improve something about the hotel, that would be the restaurant menu. It needs development, a few more options added, and a better balance of flavours/items in the current dishes. All in all, I would 100% recommend this place.

Reviewed on Jun 29, 2025

Cambridge Beaches Resort & Spa

Cambridge Beaches Resort & Spa

4 out of 5
Save 100% on your flight
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9.2/10 Wonderful! (996 reviews)
This is a dream property, clean with amazing views. Accommodation is excellent

Reviewed on Jun 28, 2025

Hamilton Princess - Fairmont Gold Experience

Hamilton Princess - Fairmont Gold Experience

5 out of 5
Save 100% on your flight
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9.2/10 Wonderful! (31 reviews)
The staff was absolutely fantastic. Everyone had a smile and wished us a good day. Gold level was worth every penny. Breakfasts, tea and afternoon drinks and nibbles were superb!

Reviewed on May 7, 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
Aug 10 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9.2/10 Wonderful! (1,001 reviews)
Nice pools. Nice places to sit , have conversations and enjoy the view.

Reviewed on Jun 24, 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
92% 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
$207 nightly
The price is $207 total per night from Jul 18 to Jul 19
$207 total
Jul 18 - Jul 19
Total includes taxes and fees
9.4/10 Exceptional! (33 reviews)
Quick Stay
"The place is adorable and nice for a quick stay. It's located right near the rail trail, which was beautiful. Unfortunately, it's not a convenient to places to eat."

Reviewed on May 30, 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
Hamilton Princess & Beach Club - a Fairmont Managed Hotel
Hamilton Princess & Beach Club - a Fairmont Managed Hotel
4.5 out of 5
76 Pitts Bay Road, Pembroke Parish
Fully refundableReserve now, pay when you stay
$752 nightly
The price is $841 total per night from Jul 11 to Jul 12
$841 total
Jul 11 - Jul 12
Total includes taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"Nice pools. Nice places to sit , have conversations and enjoy the view."

Reviewed on Jun 24, 2025

Hamilton Princess & Beach Club - a Fairmont Managed Hotel
See all 267 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 $1,032 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.