Search Deals onWindy Hill Vacation Packages
Windy Hill Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Sea Symphony Villa
Price was $2,332, price is now $1,019 per person
$1,019
per person
Aug 19 - Aug 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Bridgetown (BGI)
Book a stay at this beach villa in Fryers Well. Enjoy free WiFi, private pools, and room service. Popular attractions Mullins Beach and Port St. Charles Marina are located nearby.
Seabliss Villa
Save 100% on your flight
Price was $1,989, price is now $1,028 per person
$1,028
per person
Aug 19 - Aug 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Bridgetown (BGI)
Book a stay at this beach villa in Fryers Well. Enjoy private pools, private hot tubs, and room service. Popular attractions Port St. Charles Marina and Heywoods Beach are located nearby.
Dorothy and Mel were absolutely wonderful! Apon arrival we were greeted with ice cold wash cloths, beers, water, 6 eggs, butter, bread and waters! We onlybstayed one night but the communication was super speedy and we had everything we needed!
Reviewed on Jun 21, 2025
The Club, Barbados Resort & Spa Adults Only - All Inclusive
Price was $3,663, price is now $1,945 per person
$1,945
per person
Sep 5 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bridgetown (BGI)
Book a stay at this beach property in Holetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Sandy Lane Beach and Mullins Beach are located nearby.
Great staff that was extremely helpful.
Reviewed on Jul 5, 2026
Concierge Collection at O2 Beach Club & Spa by Ocean Hotels
Price was $8,224, price is now $4,472 per person
$4,472
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bridgetown (BGI)
Book a stay at this luxury hotel in St. Lawrence Gap. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Dover Beach and Miami Beach are located nearby.
Excellent
Reviewed on Dec 14, 2025
Seacruise Villa
Save 100% on your flight
Price was $1,913, price is now $1,115 per person
$1,115
per person
Aug 19 - Aug 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Bridgetown (BGI)
Book a stay at this beach villa in Fryers Well. Enjoy free parking, private pools, and private hot tubs. Popular attractions Mullins Beach and Port St. Charles Marina are located nearby.
The villa is quite large -3 bedrooms patio with pool living room dining room kitchen
Nice “Roman” design
Everything is new and fully equipped with gas bbq stove oven ets. Astonishing vie to the ocean. 5min walk to the beach (steep although) very nice owner and cleaning stuff
Reviewed on Jan 8, 2026
Luxury Collection at Sea Breeze Beach House by Ocean Hotels
Save 100% on your flight
Price was $3,288, price is now $1,959 per person
$1,959
per person
Sep 21 - Sep 25
found 20 hours ago
Roundtrip flight included
Chicago (CHI) to Bridgetown (BGI)
Book a stay at this luxury resort in Maxwell. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Dover Beach and Miami Beach are located nearby.
Perfect location, great entertainment, all restaurants were open & food was great! Close to shopping places. Hotel provided free rides to different beaches because of the seaweed. Staff was wondering & my beach front room still had amazing views
Reviewed on Jun 25, 2026
Walk to Beach New Elegant 3BR with Pool
Price was $31,133, price is now $19,627 per person
$19,627
per person
Sep 5 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bridgetown (BGI)
Book a stay at this business-friendly villa in Gibbes. Enjoy free WiFi, free parking, and private pools. Popular attractions Sandy Lane Beach and Gibbs Bay are located nearby.
Saint Peter's Bay
Price was $3,367, price is now $2,143 per person
$2,143
per person
Sep 5 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bridgetown (BGI)
Book a stay at this luxury resort in Speightstown. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Mullins Beach and Sandy Lane Beach are located nearby.
This is a very nice apartment style place to stay. About 10 minutes by car to Holetown which has lots of restaurants to choose from. The snorkeling right off the beach is great. The apartments are beautifully decorated. If you’re looking for somewhere super quiet to stay, this is it. However of you want a more lively resort, the don’t recommend it.
Reviewed on Jun 27, 2026
Windy Hill Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Windy Hill Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Sep 12 - Fri, Sep 18
POS
Piarco Intl.
BGI
Grantley Adams Intl.
$275 Roundtrip, found 11 hours ago
$275
Roundtrip
found 11 hours ago
Fri, Aug 21 - Sat, Sep 5
BOS
Logan Intl.
BGI
Grantley Adams Intl.
$374 Roundtrip, found 11 hours ago
$374
Roundtrip
found 11 hours ago
Mon, Dec 7 - Thu, Dec 24
YYZ
Pearson Intl.
BGI
Grantley Adams Intl.
$390 Roundtrip, found 7 hours ago
$390
Roundtrip
found 7 hours ago
Wed, Nov 4 - Thu, Nov 12
JFK
John F. Kennedy Intl.
BGI
Grantley Adams Intl.
$426 Roundtrip, found 11 hours ago
$426
Roundtrip
found 11 hours ago
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