Windward Vacation Packages for 2025
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.
Renzzi Villas
Wynwood Art District
Price was $933, price is now $489 per person
$489
per person
Jan 11 - Jan 18
found 22 hours ago
Roundtrip flight included
New York (LGA) to Miami (MIA)
Stay at this aparthotel in Miami. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Kaseya Center and Bayside Marketplace are located nearby.
Hawks Cay Resort
Price was $2,803, price is now $1,072 per person
$1,072
per person
Jan 11 - Jan 18
found 22 hours ago
Roundtrip flight included
New York (LGA) to Miami (MIA)
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Little Conch Key and Walkers Island are located nearby.
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Price was $1,678, price is now $769 per person
$769
per person
Jan 11 - Jan 18
found 22 hours ago
Roundtrip flight included
New York (LGA) to Miami (MIA)
Book a stay at this beach resort in Marathon. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Sombrero Beach and Shady Palm Art Gallery are located nearby.
The Penguin Hotel
South Beach
Price was $1,267, price is now $602 per person
$602
per person
Jan 11 - Jan 18
found 22 hours ago
Roundtrip flight included
New York (LGA) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
Amara Cay Resort
Matecumbe
Price was $2,314, price is now $1,112 per person
$1,112
per person
Jan 11 - Jan 18
found 22 hours ago
Roundtrip flight included
New York (LGA) to Miami (MIA)
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
Tranquility Bay Beachfront Hotel and Resort
Price was $2,505, price is now $1,359 per person
$1,359
per person
Jan 11 - Jan 18
found 22 hours ago
Roundtrip flight included
New York (LGA) to Miami (MIA)
Book a stay at this beach hotel in Marathon. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sombrero Beach and Shady Palm Art Gallery are located nearby.
Top Hotel Deals
Fontainebleau Miami Beach
4441 Collins Avenue Miami Beach FL
14.39 km from Windward
Book a stay at this luxury hotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Hyatt Regency Miami
400 Se 2nd Ave Miami FL
18.59 km from Windward
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
17.44 km from Windward
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 ...
Embassy Suites by Hilton Miami International Airport
3974 NW South River Drive Miami FL
16.76 km from Windward
Book a stay at this business-friendly hotel in Miami. Enjoy free breakfast, a free airport shuttle, and room service. Our guests praise the breakfast and the ...
Red Carpet Inn Airport and Cruise Port Hotel Fort Lauderdale
2460 W State Road 84 Fort Lauderdale FL
16.6 km from Windward
Stay at this hotel in Fort Lauderdale. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the clean rooms in our reviews. Popular attractions ...
Hilton Miami Airport Blue Lagoon
5101 Blue Lagoon Dr Miami FL
20.05 km from Windward
Book a stay at this business-friendly hotel in Miami. Enjoy 2 bars/lounges, breakfast (surcharge), and a free airport shuttle. Our guests praise the pool and ...
Fort Lauderdale Marriott North
6650 N Andrews Ave Fort Lauderdale FL
30.23 km from Windward
Book a stay at this business-friendly hotel in Fort Lauderdale. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and ...
Kompose Boutique Hotel Miami Airport
3401 NW 25th St Miami FL
17.09 km from Windward
Book a stay at this business-friendly hotel in Miami. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Kaseya Center ...
InterContinental Miami by IHG
100 Chopin Plz Miami FL
18.38 km from Windward
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 ...
The Elser Hotel Miami
398 NE 5th Street Miami FL
17.67 km from Windward
Stay at this hotel in Miami. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Miami International Airport Hotel
N.W. 20th & Lejeune Road Miami FL
18.83 km from Windward
Book a stay at this business-friendly hotel in Miami. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the restaurant and the helpful ...
Park Central South Beach
640 Ocean Dr Miami Beach FL
18.49 km from Windward
Book a stay at this beach resort in Miami Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our ...
The Meridian Miami Beach
418 Meridian Avenue Miami Beach FL
18.63 km from Windward
Book a stay at this business-friendly hotel in Miami Beach. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the ...
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.
Sat, Dec 13 - Mon, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$54 Roundtrip, found 1 day ago
$54
Roundtrip
found 1 day ago
Sun, Dec 21 - Tue, Dec 30
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$60 Roundtrip, found 1 day ago
$60
Roundtrip
found 1 day ago
Tue, Feb 17 - Thu, Feb 19
JFK
John F. Kennedy Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$127 Roundtrip, just found
$127
Roundtrip
just found
Sat, Nov 29 - Tue, Dec 2
TTN
Mercer
FLL
Fort Lauderdale - Hollywood Intl.
$364 Roundtrip, found 3 days ago
$364
Roundtrip
found 3 days ago