Windward Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Windward Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Bahama Beach Club Pompano
$451
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Miami (MIA)
Stay at this aparthotel in Pompano Beach. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Fort Lauderdale Beach and Pompano Beach are located nearby.
EAST Miami
Brickell
$1,641
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Miami (MIA)
Book a stay at this luxury hotel in Miami. Enjoy free WiFi, 4 outdoor pools, and 3 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Brickell City Centre and Bayfront Park are located nearby.
Kimpton EPIC Hotel by IHG
Downtown Miami
$1,364
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Miami (MIA)
Book a stay at this luxury hotel in Miami. Enjoy 2 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Brickell City Centre and Bayfront Park are located nearby.
Beautiful hotel, great service top notch. The room was a great size. Will be back! 💯
Reviewed on Aug 18, 2026
EAST Miami Residences
Brickell
$2,323
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Miami (MIA)
Book a stay at this luxury hotel in Miami. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Popular attractions Brickell City Centre and Bayfront Park are located nearby.
Villa Italia by At Mine Hospitality
South Beach
$612
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Miami (MIA)
Stay at this guesthouse in Miami Beach. Enjoy free WiFi, a garden, and a picnic area. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
Clean room, great staff, very nice area close to the beach.
Reviewed on Aug 18, 2026
The Moore Miami
Miami Design District
$2,555
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Miami (MIA)
Stay at this hotel in Miami. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Popular attractions Kaseya Center and Bayside Marketplace are located nearby.
Amazing rooms and hotel!!
Reviewed on Aug 18, 2026
Top Hotel Deals
Fontainebleau Miami Beach
4441 Collins Avenue Miami Beach FL
Book a stay at this luxury hotel in Miami Beach. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Loews Miami Beach Hotel – South Beach
1601 Collins Ave Miami Beach FL
Book a stay at this luxury hotel in Miami Beach. Enjoy a full-service spa, 4 restaurants, and a beach locale. Our guests praise the breakfast and the pool in ...
B Ocean Resort Fort Lauderdale Beach
1140 Seabreeze Blvd Fort Lauderdale FL
Book a stay at this beach resort in Fort Lauderdale. Enjoy 2 outdoor pools, 3 restaurants, and a private beach. Our guests praise the pool and the helpful staff ...
Eden Roc Miami Beach
4525 Collins Ave Miami Beach FL
Book a stay at this luxury resort in Miami Beach. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the pool and the bar in our ...
Holiday Inn Miami - International Airport by IHG
1111 S Royal Poinciana Blvd Miami Springs FL
Book a stay at this business-friendly hotel in Miami Springs. Enjoy free WiFi, a free airport shuttle, and 24-hour room service. Our guests praise the restaurant ...
InterContinental Miami by IHG
100 Chopin Plz Miami FL
Book a stay at this luxury hotel in Miami. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the breakfast and the helpful staff in our ...
Pullman Miami Airport
5800 Waterford District Drive Miami FL
Book a stay at this business-friendly hotel in Miami. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
Novotel Miami Brickell
1500 SW 1st Avenue Miami FL
Book a stay at this business-friendly hotel in Miami. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Park Central South Beach
640 Ocean Dr Miami Beach FL
Book a stay at this historic resort in Miami Beach. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the helpful staff in ...
Hyatt Regency Miami
400 Se 2nd Ave Miami FL
Book a stay at this business-friendly hotel in Miami. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean ...
citizenM Miami Worldcenter
700 NE 2ND AVENUE Miami FL
Book a stay at this business-friendly hotel in Miami. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
The Sunny
16701 Collins Avenue Sunny Isles Beach FL
Book a stay at this beach resort in Sunny Isles Beach. Enjoy 3 restaurants, a private beach, and 2 bars/lounges. Our guests praise the pool and the clean rooms ...
Signia by Hilton Diplomat Beach Resort
3555 S Ocean Dr Hollywood FL
Book a stay at this luxury resort in Hollywood. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful staff ...
Andaz Miami Beach Resort & Spa
4041 Collins Ave Miami Beach FL
Book a stay at this luxury hotel in Miami Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean ...
The Grayson Miami Downtown
1100 Biscayne Blvd Miami FL
Book a stay at this luxury hotel in Miami. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, Nov 1 - Tue, Nov 17
ATL
Hartsfield-Jackson Atlanta Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$90
Roundtrip
found 3 hours ago
Tue, Jan 19 - Tue, Jan 26
ORD
O'Hare Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$117
Roundtrip
found 5 days ago
Tue, Sep 22 - Tue, Oct 6
BOS
Logan Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$169
Roundtrip
found 2 days ago
Wed, Sep 16 - Sat, Sep 19
BOS
Logan Intl.
MIA
Miami Intl.
$169
Roundtrip
found 1 day ago
Sun, Oct 11 - Thu, Oct 29
TTN
Mercer
FLL
Fort Lauderdale - Hollywood Intl.
$224
Roundtrip
found 5 days ago
Best points of interest in Miami
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