Bailey's Bay Vacation Packages

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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.

Top Bailey's Bay Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Willowbank Resort

Willowbank Resort

3 out of 5
Save 100% on your flight
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to St. George's (BDA)
8.2/10 Very Good! (190 reviews)
Beautiful honeymoon on a private beach in an awesome suite overlooking the ocean, could not have been better!!!!

Reviewed on Jul. 18, 2025

Azura Bermuda

Azura Bermuda

4 out of 5
Save 100% on your flight
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) 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

Cambridge Beaches Resort & Spa

Cambridge Beaches Resort & Spa

4 out of 5
Save 100% on your flight
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) 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

St George's Club Hotel

St George's Club Hotel

2 out of 5
Save 100% on your flight
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) 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

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 21 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) 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

Ready to book your vacation to Bailey's Bay?

 

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Bailey's Bay Hotel Deals

Paradise at Limehouse

Paradise at Limehouse

Hamilton
The price is CA $207 per night from Jul 20 to Jul 21
CA $207
CA $316 total
Jul 20 - Jul 21
includes taxes & fees
9.4/10 Exceptional! (36 reviews)
"The accomodation was exactly as described, it was very conveniently located near a bus stop to get anywhere on the island. It was within walking distance of a market, Crystal/ fantasy caves, and Swizzle Inn. The host, Goodwin was helpful and responsive. The AC worked great! I would stay again."

Reviewed on Jul. 18, 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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

Blue Hole Park

Blue Hole Park

4.5/5(4 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(28 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

CA $130
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

CA $191
per adult
94% of travellers recommend
Crystal Caves, Hamilton Shopping and Beach Tour
Bermuda Triangle Twilight Cruise

Bermuda Triangle Twilight Cruise

CA $122
per adult
100% of travellers recommend
Bermuda Triangle Twilight Cruise
See all activities in Bailey's Bay

Frequently asked questions

How much does a Bailey's Bay vacation package cost?
Offering excellent value package deals from CA $1,924 on Expedia, you'll be surprised at how little a vacation to Bailey's Bay costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Bailey's Bay?
To score cheap Bailey's Bay vacation packages, plan your getaway outside of busy periods such as public holidays. You'll typically find better availability and lower prices for hotels and flights.
How many days is enough for Bailey's Bay?
With a well-planned itinerary, you can easily visit the most popular Bailey's Bay attractions in a handful of days. But if you want to explore off the beaten track or take day trips, think about booking your Bailey's Bay vacation for longer.
How to find the best Bailey's Bay package deals?
Start your search for a Bailey's Bay package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Bailey's Bay package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Bailey's Bay escape off to a flying start.
Is it cheaper to book a Bailey's Bay vacation as a package?
You can enjoy significant savings on your Bailey's Bay getaway by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Bailey's Bay?
If you've got your Bailey's Bay vacation dates confirmed, book as early as you can to grab some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Bailey's Bay?

  1. Choose your dates: The things you plan to do in Bailey's Bay and your preferred season will help you decide when to travel.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Bailey's Bay.
  3. Decide your trip length: Think about how much time you want to spend exploring Bailey's Bay. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, book the right Bailey's Bay vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.