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.
Coco Reef Bermuda

Coco Reef Bermuda

3.5 out of 5
per person
May 1 - May 6
just found
Roundtrip non-stop flight included
Toronto (YTO) to St. George's (BDA)
8.2/10 Very Good! (999 reviews)
Overall, the hotel/resort is very nice and serene. The beach front rooms provide a relaxing atmosphere. The current renovations make for a couple of hazardous areas, but surprisingly, no noise. There is only one restaurant on the premises - it has limited hours and is overpriced. The food was superb and the service excellent.

Reviewed on Mar. 7, 2025

Azura Bermuda

Azura Bermuda

4 out of 5
Save 100% on your flight
per person
Jun. 15 - Jun. 21
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to St. George's (BDA)
9.2/10 Wonderful! (133 reviews)
Excellent place to stay for your Bermuda vacation. Highly recommended !

Reviewed on Mar. 19, 2025

St George's Club Bermuda

St George's Club Bermuda

2 out of 5
per person
Jun. 15 - Jun. 21
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to St. George's (BDA)
9.2/10 Wonderful! (115 reviews)
Quiet and small resort with beautiful views. Everything is within walking distance, although they don't have many amenities onsite everything is convinient. Villas are very cozy offering the basics and with the options of daily housekeeping for a slight cost or you can opt out. Front desk personnel is great they are very friendly and helpful. Loved the option to cook and the outdoor patio. The walk to town is 10 minutes and beaches within 20 minute walk as well. The bus stop is down the road from the resort and it goes by every half hour. My friends and I are looking forward to staying there again next year.

Reviewed on Mar. 23, 2025

The Residences at The St. Regis Bermuda

The Residences at The St. Regis Bermuda

5 out of 5
Save 100% on your flight
per person
Jun. 15 - Jun. 21
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to St. George's (BDA)
8/10 Very Good! (7 reviews)
The staff is excellent—professional, knowledgeable, and kind. The property is beautiful and comfortable with great food and drinks.

Reviewed on Sep. 18, 2024

Cambridge Beaches Resort & Spa

Cambridge Beaches Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun. 15 - Jun. 21
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to St. George's (BDA)
9.2/10 Wonderful! (961 reviews)
Very beautiful sunsets and private beaches

Reviewed on Mar. 21, 2025

Ready to book your vacation to Bailey's Bay?

 

Choose your dates

Bailey's Bay Hotel Deals

Paradise at Limehouse
Paradise at Limehouse
Hamilton
The price is CA $188 per night from Mar. 26 to Mar. 27
CA $188
CA $289 total
includes taxes & fees
Mar 26 - Mar 27
9.4/10 Exceptional! (32 reviews)
Best time ever Thank you Bermuda
"Loved location. Comfortable"

Reviewed on Aug. 19, 2024

Paradise at Limehouse
Wyndham Water Views
Wyndham Water Views
Hamilton
9.6/10 Exceptional! (6 reviews)
Hilltop getaway!
"I really enjoyed my stay at Wyndham Water Views. The location was ideal for exploring the island and it was very clean. I gave 4 stars because it had the bare minimum, for example there were no blankets and it was cold the nights I was there for."

Reviewed on Nov. 28, 2024

Get rates
Wyndham Water Views
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
The price is CA $571 per night from Mar. 27 to Mar. 28
CA $571
CA $724 total
includes taxes & fees
Mar 27 - Mar 28
9/10 Wonderful! (1,000 reviews)
"Spectacular! Before we arrived in Bermuda, the concierge team was reaching out to ensure everything we needed was in place. We were greeted at the doors with such warmth and then swisked off to the Fairmont lounge for a private check-in. The suite was awesome (large, breathtaking view, huge bathroom, ..."

Reviewed on Mar. 13, 2025

Hamilton Princess & Beach Club - a Fairmont Managed Hotel
See all 260 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

Frequently asked questions

How much does a Bailey's Bay vacation package cost?
You can grab a vacation package to this top destination from CA $1,906 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?
To pick up cheap Bailey’s Bay vacation packages, plan your getaway outside of peak periods like public holidays and major festivals. You’ll generally find lower prices and better availability for hotels and flights.
How many days is enough for Bailey's Bay?
Typically, a handful of days is enough to check out the main sights during your Bailey’s Bay vacation. However, if you’d like to have some time to chill out or take day tours, consider 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 when to get away: Check your calendar and pack your bags. Your favorite season and the activities on offer will also help you decide when to vacation in Bailey’s Bay.
  2. Plan your budget wisely: On top of the cost of your hotel, you should consider other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected expenses that could arise during your trip to Bailey’s Bay.
  3. Decide how many days away: Start by making a list of all the activities and sights you want to get to in Bailey’s Bay. Then, estimate how long you’ll need at each, as well as any travel time.
  4. Combine your airfare and accommodations: Once you’ve nailed down your travel dates and duration, book the ideal Bailey’s Bay vacation package for you.

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

Crystal Caves, Hamilton Shopping Tour and Horseshoe Beach

Crystal Caves, Hamilton Shopping and Beach Tour

CA $201
per adult
92% of travellers recommend
Crystal Caves, Hamilton Shopping and Beach Tour
Bermuda Island Tour

Bermuda Island Tour

CA $264
per adult
100% of travellers recommend
Bermuda Island Tour
Bermuda Beach Bonfire with Dark and Stormy Cocktail Included

Bermuda Beach Bonfire with Dark and Stormy Cocktail Included

CA $309
per adult
Bermuda Beach Bonfire with Dark and Stormy Cocktail Included
See all activities in Bailey's Bay
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.