Bailey's Bay Vacations from $1,756
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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.
Azura Bermuda
$2,290
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
9.4/10 Exceptional! (442 reviews)
Rooms with ocean view were second to none. Absolutely breathtaking! The downfalls of this hotel was the lack of meal options. There is one place to eat with the same menu from 11am until close. No lunch or dinner differences. We also felt there was limited lounge chairs near the pool.
Reviewed on Aug 30, 2026
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View all tripsStay near popular Bailey's Bay attractions
Abbot's Cliff Park
8.8/10 (10 reviews)
Explore the lovely green spaces of Abbot's Cliff Park and enjoy the golf courses in Bailey's Bay. Amble around this family-friendly area's beautiful beaches and enjoy its top-notch restaurants.
What to do in Bailey's Bay
Bailey's Bay Hotel Deals
Hamilton Princess & Beach Club - A Fairmont Hotel
76 Pitts Bay Road Pembroke Parish
Fully refundableReserve now, pay when you stay
$661 nightly
$739 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (1,010 reviews)
"This hotel excited our expectations. The beach club, pool and staff was amazing. We would definitely stay here again"
Reviewed on Sep 1, 2026
Coco Reef Bermuda
3 Stonington Circle Paget Parish
$446 nightly
$493 total
Sep 2 - Sep 3
Total with taxes and fees
8.4/10 Very Good! (1,007 reviews)
"A small beautiful resort right on the beach, which is rare in Bermuda, especially at these prices. It's next to a shutdown resort and a large public beach, which I believe is the most amazing in Bermuda - Elbow Beach. As a result, you would have access to lots of beach space with very few people, ..."
Reviewed on Aug 31, 2026
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 $1,756 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?
- Choose your dates: What you want to do in Bailey's Bay and your favorite season can help you decide when to travel.
- 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.
- 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.
- 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.
- 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.
- 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
