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Bailey's Bay Vacation Packages

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Bailey's Bay Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Central Apartment

Central Apartment

3 out of 5
Price was $712, price is now $611 per person
$611
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Stay at this apartment in Devonshire Parish. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Royal Naval Dockyard and Horseshoe Bay are located nearby.
The apartment was lovely, clean and spacious. Communication was great and the stay very comfortable. Would definitely recommend this place.

Reviewed on Sep 25, 2026

The Loren at Pink Beach

The Loren at Pink Beach

5 out of 5
Price was $1,864, price is now $1,304 per person
$1,304
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this luxury hotel in Smith's Parish. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions John Smith's Beach and Mid Ocean Golf Club are located nearby.

Azura Bermuda

Azura Bermuda

4 out of 5
Price was $1,946, price is now $1,376 per person
$1,376
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this business-friendly hotel in Warwick Parish. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.
Everything.

Reviewed on Nov 3, 2026

Rosedon Hotel - Adults Only

Rosedon Hotel - Adults Only

4 out of 5
Price was $1,756, price is now $1,277 per person
$1,277
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this beach hotel in Pembroke Parish. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.

The Reefs Resort & Club

The Reefs Resort & Club

4 out of 5
Price was $1,302, price is now $955 per person
$955
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this beach hotel in Southampton Parish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.
We loved the property location the attentive friendly staff excellent food and the cleanliness What we didn’t enjoy was 2 families with 3 children each taking over the pool and hot tub on several occasions. The children were undisciplined and lacked parental guidance. Running in pool area was acceptable also jumping from hot tub into pool was allowed, These are dangerous activities in a private pool let alone a public resort one. If

Reviewed on Oct 31, 2026

Cambridge Beaches Resort & Spa

Cambridge Beaches Resort & Spa

4 out of 5
Price was $2,448, price is now $1,877 per person
$1,877
per person
Dec 12 - Dec 18
found 10 hours ago
Roundtrip non-stop flight included
Albany (ALB) to St. George's (BDA)
Book a stay at this luxury resort in Sandys Parish. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Royal Naval Dockyard and Horseshoe Bay are located nearby.

Newstead Belmont Hills Golf Resort & Spa

Newstead Belmont Hills Golf Resort & Spa

4 out of 5
Price was $1,538, price is now $1,235 per person
$1,235
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this spa hotel in Paget Parish. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.
Great place to stay and daily host service to Hamilton amazing and staff very helpful

Reviewed on Nov 2, 2026

Coco Reef Bermuda

Coco Reef Bermuda

3.5 out of 5
Price was $1,082, price is now $911 per person
$911
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this beach hotel in Paget Parish. Enjoy free WiFi, a private beach, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.

Bailey's Bay Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Reefs Resort & Club

The Reefs Resort & Club

4 out of 5
Price was $1,302, price is now $955 per person
$955
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Azura Bermuda

Azura Bermuda

4 out of 5
Save 100% on your flight
Price was $2,126, price is now $1,462 per person
$1,462
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
The Loren at Pink Beach

The Loren at Pink Beach

5 out of 5
Price was $1,864, price is now $1,304 per person
$1,304
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Rosedon Hotel - Adults Only

Rosedon Hotel - Adults Only

4 out of 5
Price was $1,756, price is now $1,277 per person
$1,277
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)

Bailey's Bay Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Reefs Resort & Club

The Reefs Resort & Club

4 out of 5
Price was $1,547, price is now $1,096 per person
$1,096
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Azura Bermuda

Azura Bermuda

4 out of 5
Save 100% on your flight
Price was $3,075, price is now $2,248 per person
$2,248
per person
Dec 12 - Dec 18
found 10 hours ago
Roundtrip non-stop flight included
Albany (ALB) to St. George's (BDA)
The Loren at Pink Beach

The Loren at Pink Beach

5 out of 5
Price was $2,901, price is now $2,129 per person
$2,129
per person
Dec 12 - Dec 18
found 10 hours ago
Roundtrip non-stop flight included
Albany (ALB) to St. George's (BDA)
Newstead Belmont Hills Golf Resort & Spa

Newstead Belmont Hills Golf Resort & Spa

4 out of 5
Price was $2,617, price is now $1,991 per person
$1,991
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

BermudAir
Mon, Nov 23 - Sun, Dec 6
YYZ
Pearson Intl.
BDA
L.F. Wade Intl.
$316 Roundtrip, found 3 hours ago
$316
Roundtrip
found 3 hours ago
Select BermudAir flight, departing Mon, Nov 23 from Pearson Intl. to L.F. Wade Intl., returning Sun, Dec 6, priced at $316 found 3 hours ago
BermudAir
Mon, Nov 9 - Thu, Nov 12
BOS
Logan Intl.
BDA
L.F. Wade Intl.
$376 Roundtrip, just found
$376
Roundtrip
just found
Select BermudAir flight, departing Mon, Nov 9 from Logan Intl. to L.F. Wade Intl., returning Thu, Nov 12, priced at $376 just found
Delta
Thu, Dec 31 - Mon, Jan 4
LGA
LaGuardia
BDA
L.F. Wade Intl.
$428 Roundtrip, found 1 day ago
$428
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Dec 31 from LaGuardia to L.F. Wade Intl., returning Mon, Jan 4, priced at $428 found 1 day ago
United
Mon, Nov 30 - Fri, Dec 4
EWR
Newark Liberty Intl. Airport
BDA
L.F. Wade Intl.
$462 Roundtrip, found 12 hours ago
$462
Roundtrip
found 12 hours ago
Select United flight, departing Mon, Nov 30 from Newark Liberty Intl. Airport to L.F. Wade Intl., returning Fri, Dec 4, priced at $462 found 12 hours ago