Search Deals onWindy Hill Vacation Packages
Windy Hill Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
East Resort
Price was $1,341, price is now $894 per person
$894
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
New York (JFK) to Bridgetown (BGI)
Stay at this villa in Whitehaven. Enjoy free WiFi, free parking, and private pools. Popular attractions Crane Beach and Ragged Point Lighthouse are located nearby.
Concierge Collection at O2 Beach Club & Spa by Ocean Hotels
Price was $7,962, price is now $4,202 per person
$4,202
per person
Sep 22 - Sep 29
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
Sea Symphony Villa
Save 100% on your flight
Price was $2,116, price is now $1,183 per person
$1,183
per person
Sep 4 - Sep 11
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.
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 24 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
The Club, Barbados Resort & Spa Adults Only - All Inclusive
Price was $2,140, price is now $1,340 per person
$1,340
per person
Sep 9 - Sep 12
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
Walk to Beach New Elegant 3BR with Pool
Price was $15,852, price is now $10,101 per person
$10,101
per person
Sep 9 - Sep 12
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
Save 100% on your flight
Price was $3,014, price is now $1,984 per person
$1,984
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) 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.
Beautiful spacious rooms, outstanding service and gorgeous grounds. Highly recommend!
Reviewed on Jul 5, 2026
The Crane Resort
Price was $2,164, price is now $1,465 per person
$1,465
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Bridgetown (BGI)
Book a stay at this luxury resort in Diamond Valley. Enjoy free WiFi, free parking, and 5 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Crane Beach and Foul Bay Beach are located nearby.
Beautiful. Worth every penny
Reviewed on Jul 5, 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 16 hours ago
$275
Roundtrip
found 16 hours ago
Fri, Aug 21 - Sat, Sep 5
BOS
Logan Intl.
BGI
Grantley Adams Intl.
$374 Roundtrip, found 16 hours ago
$374
Roundtrip
found 16 hours ago
Mon, Dec 7 - Thu, Dec 24
YYZ
Pearson Intl.
BGI
Grantley Adams Intl.
$390 Roundtrip, found 11 hours ago
$390
Roundtrip
found 11 hours ago
Wed, Nov 4 - Thu, Nov 12
JFK
John F. Kennedy Intl.
BGI
Grantley Adams Intl.
$426 Roundtrip, found 16 hours ago
$426
Roundtrip
found 16 hours ago
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