Bailey's Bay Vacations from $1,157

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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
Price was $1,499, price is now $1,157 per person
$1,157
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
9.2/10 Wonderful! (209 reviews)

Azura Bermuda

Azura Bermuda

4 out of 5
Save 100% on your flight
Price was $1,952, price is now $1,373 per person
$1,373
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
9.4/10 Exceptional! (499 reviews)
Azura has wonderful staff, accommodations , grounds, service, restaurant and views! Everything is modern, new, clean and well done! Excellent.

Reviewed on Nov 9, 2026

The Loren at Pink Beach

The Loren at Pink Beach

5 out of 5
Save 100% on your flight
Price was $1,780, price is now $1,254 per person
$1,254
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
9.6/10 Exceptional! (293 reviews)

The Reefs Resort & Club

The Reefs Resort & Club

4 out of 5
Price was $1,650, price is now $1,199 per person
$1,199
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
9.6/10 Exceptional! (1,002 reviews)
Great place

Reviewed on Nov 9, 2026

Newstead Belmont Hills Golf Resort & Spa

Newstead Belmont Hills Golf Resort & Spa

4 out of 5
Price was $2,725, price is now $2,094 per person
$2,094
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
9/10 Wonderful! (634 reviews)
Every year I join my son and some friends for a golf trip to Bermuda and we always stay at the Newstead. It is perfectly located and the staff are always extremely friendly and helpful with transportation and scheduling events. The suites are very comfortable with excellent views across the water to downtown Hamilton. I especially enjoying returning from a day on the course and enjoying a drink on the patio. Newstead Belmont Hills is a fun golf course that we always play, but if you have the time and the willingness to spring for the hefty fee you should definitely play the Mid Ocean Course! For dining, be sure to treat yourself to the Four Ways Inn and the Blu Bar & Grill, both exceptional experiences.

Reviewed on Nov 9, 2026

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Stay 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.
See properties

What to do in Bailey's Bay

Crystal Cave, St. George and Tobacco Bay Beach

Crystal Cave, St. George and Tobacco Bay Beach

$150
per adult
Crystal Cave, St. George and Tobacco Bay Beach
Bermuda Sights, Shopping & Sand Experience

Bermuda Sights, Shopping & Sand Experience

$45
per adult
Bermuda Sights, Shopping & Sand Experience
Crystal Caves

Crystal Caves, Hamilton Shopping and Beach Tour

$150
per adult
92% of travellers recommend
Crystal Caves, Hamilton Shopping and Beach Tour
See all activities in Bailey's Bay

Bailey's Bay Hotel Deals

Coco Reef Bermuda

Coco Reef Bermuda

3.5 out of 5
3 Stonington Circle Paget Parish
$278 nightly
The price is $306 total per night from Dec 11 to Dec 12
$306 total
Dec 11 - Dec 12
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"Great property. Great staff."

Reviewed on Nov 8, 2026

Coco Reef Bermuda
Grotto Bay Beach Resort

Grotto Bay Beach Resort

4 out of 5
11 Blue Hole Hill Hamilton Parish
$359 nightly
The price is $398 total per night from Nov 26 to Nov 27
$398 total
Nov 26 - Nov 27
Total with taxes and fees
9/10 Wonderful! (1,006 reviews)
"Check in, house keeping and check out was terrible this time. Check in the manager was not professional in handling the room change and at first stated there was no rooms then stated to Expedia there is then charged me anyway because her employee said it wrong the first time. Anyway I wanted to cancel ..."

Reviewed on Nov 10, 2026

Grotto Bay Beach Resort
Hamilton Princess & Beach Club - A Fairmont Hotel

Hamilton Princess & Beach Club - A Fairmont Hotel

4.5 out of 5
76 Pitts Bay Road Pembroke Parish
Get rates
Hamilton Princess & Beach Club - A Fairmont Hotel
See all 248 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

Is Bailey's Bay better suited for a beach vacation or a cultural trip?
Bailey's Bay is primarily an outdoor and nature destination, offering a strong focus on its beautiful beaches and natural attractions. Travelers on a Bailey's Bay vacation can enjoy popular spots like Shelly Bay, about 2 miles from central Bailey's Bay, or the scenic Tobacco Bay, about 5 miles away.

Beyond the coastline, you can explore natural wonders such as Blue Hole Park, about 1 mile from central Bailey's Bay, or discover local crafts at the Bermuda Perfumery, about a 10-minute walk from the center. This blend means a Bailey's Bay vacation package can be tailored for both relaxation and exploration.
How can I save money on a Bailey's Bay vacation package?
When you bundle, you can save up to 30%*. To save money on a Bailey's Bay package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Bailey's Bay?
A Bailey's Bay vacation offers a mix of beautiful beaches, natural parks, and unique local attractions:

Browse and book things to do in Bailey's Bay on Expedia.
Do you need to rent a car in Bailey's Bay, or is public transport enough?
For a Bailey's Bay vacation package, renting a car offers the most flexibility for exploring this outdoor and nature destination, as attractions can be spread out. However, for travelers focused on a resort stay, a car might not be strictly necessary, as many properties offer on-site dining and activities.

Taxis are available for transfers to and from St. George's (BDA-L.F. Wade Intl.) airport and for shorter trips around the area. For those planning a Bailey's Bay beach vacation package, taxis can also provide convenient access to various beaches and points of interest.
Can I change or cancel my Bailey's Bay vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Bailey's Bay vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Bailey's Bay vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Bailey's Bay vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Bailey's Bay?
To find last-minute vacation packages to Bailey's Bay, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Bailey's Bay vacation packages?
Free cancellation on a Bailey's Bay vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Bailey's Bay vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Bailey's Bay getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Bailey's Bay vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.