Key West Neighborhood Spotlight
Historic Seaport
Nestled in Key West, the Historic Seaport – Old Town is a waterfront district rich in maritime history, nautical charm, and island energy. Just a short walk from Duval Street, this lively area is home to bustling marinas, historic schooners, waterfront dining, and one-of-a-kind local shops.
Whether you’re watching the boats drift into the harbor, savoring the freshest seafood, or taking in a sunset sail, the Historic Seaport offers a quintessential Key West experience filled with adventure and coastal beauty.
The Historic Seaport – Old Town district is where Key West’s maritime past meets a lively, modern waterfront experience. Once the bustling center of the island’s seafaring industry, this area has transformed into a vibrant hub of waterfront dining, sailing adventures, and charming harborside strolls.
From the famous Schooner Wharf Bar to the bustling marina filled with historic tall ships and luxury yachts, the Historic Seaport is where island life and nautical history come together. With a mix of boutique inns, seafood restaurants, and boardwalk shops, this district offers unmatched waterfront views and a truly authentic Key West atmosphere.
In and Around
Historic Seaport – Old Town Rentals
What To Expect
- A Nautical Atmosphere – Stroll along the harbor walk, lined with dockside cafés, historic schooners, and charming waterfront shops.
- Fresh Seafood & Waterfront Dining – Enjoy the catch of the day at world-famous restaurants like Conch Republic Seafood Company and A&B Lobster House.
- Historic Seafaring Landmarks – Visit Key West’s Maritime Museum, explore restored shipwreck treasures, or set sail on a classic schooner sunset cruise.
- Live Music & Nightlife by the Water – Relax at laid-back bars and live music venues, from Schooner Wharf Bar to Waterfront Brewery.
- Easy Access to Old Town & Duval Street – Just steps from the heart of Old Town, this district offers a perfect blend of coastal charm and city convenience.
More than Just Rental Homes
A Timeless Waterfront Escape
The Historic Seaport – Old Town isn’t just a neighborhood—it’s a living tribute to Key West’s seafaring heritage. This cherished waterfront district preserves centuries of maritime history, reflected in its classic wooden docks, historic ships, and vibrant fishing culture. Every sailboat has a story, every boardwalk echoes the past, and every visitor becomes part of its ongoing maritime legacy.
A Commitment to Preserving the Nautical Spirit
The authentic charm of the Historic Seaport is protected through dedicated restoration and conservation efforts, ensuring that historic boats, wharves, and waterfront landmarks maintain their original beauty and function. Whether it’s the restored fishing piers, the classic schooners, or the carefully preserved architecture of the old seaport buildings, this district is committed to honoring and sustaining the seafaring heritage of Key West.
A Community That Embraces Island Life and Adventure
Beyond its historic docks, the Historic Seaport thrives as a lively waterfront destination, where:
✔ Sailing and fishing charters offer unforgettable adventures on the open sea.
✔ Dockside bars and seafood shacks serve up island flavors and local favorites.
✔ The Key West Harbor Walk invites visitors to explore historic ships, charming marinas, and bustling waterfront shops.
✔ Sunset cruises and live music create an atmosphere of relaxation and celebration.
Experience the Soul of Key West’s Seafaring Past
Staying in the Historic Seaport – Old Town isn’t just about being near the water—it’s about immersing yourself in Key West’s rich nautical history and coastal lifestyle. Whether you’re sailing at sunset, savoring a seafood feast, or simply soaking in the waterfront views, you’ll discover that this neighborhood is a destination full of adventure, history, and ocean breezes.
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