Bailey's Bay Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
St George's Club Hotel

St George's Club Hotel

2 out of 5
Price was CA $1,894, price is now CA $1,245 per person
CA $1,245
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to St. George's (BDA)
9.2/10 Wonderful! (153 reviews)
The property and views are stunning! It was like waking up in a painting everyday. Would highly recommend for couples.

Reviewed on Aug. 6, 2025

Blue Water

Blue Water

3 out of 5
Price was CA $2,369, price is now CA $1,351 per person
CA $1,351
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to St. George's (BDA)
No reviews
Azura Bermuda

Azura Bermuda

4 out of 5
Price was CA $6,251, price is now CA $4,197 per person
CA $4,197
per person
Nov 2 - Nov 9
found 21 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. George's (BDA)
9.2/10 Wonderful! (227 reviews)
Unbelievable views! Great service from staff and our ocean front suite was on another level.

Reviewed on Aug. 21, 2025

Cambridge Beaches Resort & Spa

Cambridge Beaches Resort & Spa

4 out of 5
Price was CA $2,499, price is now CA $1,754 per person
CA $1,754
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to St. George's (BDA)
9.2/10 Wonderful! (1,003 reviews)
Amazing property and friendly staff.

Reviewed on Aug. 16, 2025

Rosewood Bermuda

Rosewood Bermuda

5 out of 5
Price was CA $13,791, price is now CA $9,962 per person
CA $9,962
per person
Nov 2 - Nov 9
found 21 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. George's (BDA)
9.4/10 Exceptional! (448 reviews)
Beautiful location. Dining options good. We enjoyed the golf course meal the most. Service is very good but not as amazing as other Rosewood properties we’ve stayed at. Room was faboulous as was view. Lots of multigenerational families and resort seem to cater to them. As a couple we found it a bit boring. We would come back with our kids but as a couple again we would probably stay at the Loren as it had more a vibe

Reviewed on Aug. 8, 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 $209 per night from Sep 17 to Sep 18
CA $209
CA $319 total
Sep 17 - Sep 18
includes taxes & fees
9.4/10 Exceptional! (38 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
The St. Regis Bermuda Resort

The St. Regis Bermuda Resort

5 out of 5
34 Coot Pond Road, Town of St. George
The price is CA $942 per night from Sep 21 to Sep 22
CA $942
CA $1,181 total
Sep 21 - Sep 22
includes taxes & fees
9/10 Wonderful! (231 reviews)
"Amazing experience and very helpful and polite staff. Food is phenomenal and can easily dine 3-4 nights there without eating the same dish twice. The pool and beach is sublime and relaxing. Only gripe is there is a facility fee that we didn't notice until after we checked out"

Reviewed on Aug. 19, 2025

The St. Regis Bermuda Resort
See all 272 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

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

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 $131
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 $193
per adult
94% of travellers recommend
Crystal Caves, Hamilton Shopping and Beach Tour
Jump into the Blue Hole

Bermuda Hidden Gems Summer Excursion

CA $279
per adult
Bermuda Hidden Gems Summer Excursion
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 $1,245 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.