Kellys Caribbean Bar Grill & Brewery Wedding Venue in South Florida

First Flight

Three women with arms raised celebrating behind a flower-adorned table with tiered cake, outdoors against a wooden backdrop.

Oceanfront wedding aisle with white chairs, floral arrangements and arch framed by palm trees and blue tropical waters

Long outdoor dining table with white chairs under beige shade sails, tropical plants and waterfront view in Key West

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Located at 301 Whitehead Street at the corner of Caroline, stands one of Key West's most impressive and historic buildings- First Flight Restaurant & Bar.

Well known for being the birthplace of Pan American Airlines, Pan Am's first tickets were sold out of this very building in 1927. Today, visitors enjoy sumptuous dining and chilled cocktails where travelers once dreamed of flying "The Clipper" from Key West to Cuba.

Soaring trees arch over diners as a living canopy in the Main Garden shading our guests from the beautiful Caribbean sun by day, and sparkle with lights at night., perfect for weddings or private events!

Off the main red bricked garden, and behind French doors lies the Southernmost microbrewery.

Check Temperature

Wondering what the weather will feel like when you say ‘I do’? Scroll through the months to see the temperature.

Average temperature at 6 PM - 83.9°F Average In September for the past 3 years Source: National Centers for Environmental Information (NCEI)

FAQ's

Is the facility indoor only, outdoor only, or both?

Both

Does your facility have air conditioning?

Yes

Maximum capacity with dancing?

Yes, 1030

Maximum capacity without dancing?

Yes, 1230

Is your facility handicapped accessible?

Will you hold dates?

What makes First Flight in Key West such a unique spot for a wedding?

First Flight is a beautifully restored historic mansion in the heart of Key West, offering a charming blend of classic architecture and lush tropical gardens. Its intimate outdoor spaces and elegant interiors create a romantic atmosphere that's truly unforgettable.

Can guests enjoy outdoor spaces during the celebration?

Absolutely! The venue features stunning gardens and a spacious courtyard perfect for ceremonies and cocktail hours, letting you soak up the natural beauty of the Florida Keys throughout your event.

Is there a special spot for guests to relax and mingle outside?

Yes, the property includes inviting outdoor areas where guests can gather comfortably, including cozy seating around fire pits that add a warm, festive vibe as the sun sets.

How convenient is parking for guests at the venue?

First Flight offers onsite parking, which many couples have appreciated for the ease and convenience it provides to their guests, especially in a busy area like Key West.

Are there any charming indoor rooms for parts of the wedding day?

Definitely! The mansion boasts elegant indoor spaces with beautiful period details, perfect for intimate moments like rehearsal dinners, bridal preparations, or a cozy reception area.

What do couples say about the overall vibe and setting here?

Many couples rave about how effortlessly romantic and serene the estate feels, often mentioning how the lush gardens and historic charm made their day feel truly magical and personal.

Is lodging available on-site or nearby for wedding guests?

While First Flight itself doesn’t offer lodging, it’s conveniently located near a variety of charming accommodations in Key West, making it easy for guests to find a comfortable place to stay just minutes from the venue.

Can the venue accommodate both ceremony and reception in one place?

Yes! Couples love that they can host their ceremony, cocktail hour, and reception all within the beautiful grounds and elegant rooms of the estate, creating a seamless and intimate wedding experience.