September in Key West carries its own kind of magic. At the heart of it all lies the Key West Historic Seaport — your gateway to adventure, history, and relaxation. Here are a few of the many reasons why!

A Stroll Through History

The Key West Historic Seaport mixes the best of both the “Old” and the “New” Key West. September is a perfect time to slow down and wander the docks, soaking up stories of the past while enjoying the modern comforts of today.

Adventure on the Water

The waters surrounding Key West are always inviting, but in September, they seem to sparkle with extra brilliance. Book a snorkeling trip to North America’s only living coral barrier reef, where you’ll find schools of tropical fish and vibrant coral gardens. Or, for a more serene experience, paddleboard or kayak through the mangroves on a guided eco-tour — a peaceful way to witness the island’s rich marine ecosystem up close.

If you’re craving a dose of excitement, hop on a parasail and take in panoramic views of the island, or head out for a day of fishing in the Gulf and Atlantic. Whatever your style, the Key West Historic Seaport is your launch point for unforgettable adventures.

Savor the Flavors of the Seaport

No trip to Key West is complete without indulging in the flavors that make Key West famous. September is a great time for freshly caught seafood at one of the many dockside restaurants at the Key West Historic Seaport. Pair your meal with a cool beverage at one of our bars or breweries. Along with some live island music, you’ll quickly understand why the Key West Historic Seaport is a favorite gathering spot for locals and visitors alike.

Shop Local, Island Style

Beyond the food and water adventures, the Key West Historic Seaport is also home to a variety of unique boutiques and shops. September’s slower pace makes it an ideal time to browse at leisure, whether you’re searching for nautical art, handcrafted jewelry, or one-of-a-kind souvenirs. These treasures are more than keepsakes — they’re tangible memories of your Key West getaway. Stroll down Lazy Way Lane for shopping, Key west style!

September Sunsets: A Daily Celebration

Every evening in September, nature puts on a show at the Seaport. The harbor becomes a front-row seat to some of the most spectacular sunsets you’ll ever see, with the sky painted in bold strokes of orange, pink, and lavender. Whether you’re aboard a classic schooner or simply leaning against the railing along the docks, the end of the day becomes a celebration of everything that makes Key West unforgettable.

Your Invitation to Relax and Reconnect

What makes September special at the Key West Historic Seaport is its balance: the energy of a world-class destination combined with the laid-back ease of island life. It’s a chance to step away from the noise of daily routines and reconnect — with nature, with history, and with yourself.

So, whether you’re setting sail, savoring seafood, shopping for treasures, or simply watching the boats sway gently in the harbor, September at the Seaport is waiting to welcome you.

Plan Your Visit 🗺️

✨ Explore: Take a stroll down Lazy Way Lane and discover hidden gems along the waterfront.
🍴 Dine: Enjoy dockside dining at one of our many Seaport restaurants with fresh seafood and unbeatable views.
🛍️ Shop: Find unique gifts, souvenirs, and island-inspired treasures at locally owned boutiques.
🌊 Adventure: Book your excursion directly from the Seaport — from sunset sails to eco-tours to fishing charters.
🌅 Unwind: Don’t miss the breathtaking September sunsets — best enjoyed with a drink in hand and good company by your side.

👉 Visit KeyWestHistoricSeaport.com to start planning your September getaway today!

📸 Be sure to tag @HistoricSeaport and share your favorite moments with us. We’d love to feature your adventures on our page!