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While we do our best to ensure the accuracy of our listings, some venues may be currently temporarily closed without notice. Please confirm status on the venue website before making any plans.

Best for Couples in Key West

By: Cityseeker
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Little Room Jazz Club

Escape into oblivion with the smooth strains of jazz at the Little Room Jazz Club, an intimate cove for music lovers located on the dynamic Duval Street. This cozy haven features talented jazz musicians every night of the week, from the Hal Howland Trio and Ericson Holt, to the Denis Hyland Quartet and Terri White. Bring your date, sip on heavenly cocktails and let the night fold you into its embrace.

Key West, FL, United States
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Seaplanes of Key West

Aboard a seaplane equipped with pontoons that allow it to rise from the sea into the air, you fly to Dry Tortugas National Park and historic Fort Jefferson. These seaplanes are able to fly at low altitude so you can spot marine life and see a shipwreck or two. When you arrive on the island, you can go snorkeling and explore the fort. Full-day, half-day and camping trips are available at varying prices. A half-day trip costs $189 per person (adult).

Key West, FL, United States
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Virgilio's

Virgilio's is one of the most widely visited cocktail bar, where cocktails and chilled martinis are not the only drinks served here. The bar possesses a penchant for letting you drink delicious wines and scotches, from all over the world, listening to soothing lounge music, accompanied by jazz and blues. The bar is never quiet because as the night comes closer, the volumes of the music go higher, making your evening an enjoyable one.

Key West, FL, United States
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Prana Spa

Influenced by the owners' visits to India, Thailand and the South Pacific Isles, Prana Spa is an intimate spa that is great for a couple's relaxation or an individual spa therapy. Feel the difference in your skin with regimes like The Prana Glow and Sumatran Coconut Sandalwood Body Polish. Or feel the pampering extravagance from head to toe with treatments such as The Raj and The Prana Decadence. No matter your choice, massage, body treatment or beauty treatment, their indulgent sessions will give you total bliss.

Key West, FL, United States
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Schooner Wolf

If you've ever wanted to spend quality time in the ocean on an authentic sailing ship, this is an experience for you. A 44-passenger topsail schooner, this beauty departs the Key West Seaport twice daily for two-hour daytime and sunset sightseeing tours. Day cruises offer sightseeing around the Keys. Sunset cruises offer the same plus champagne, wine, beer, sodas, and live music.

Key West, FL, United States
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Key Lime Bike Tours

Key Lime Bike Tours is a local tour operating agency that takes on a bicycle tour around Key West. Tours are usually conducted in groups, headed by a knowledgeable and friendly guide who feeds you with fun trivia and information about the city and each passing attraction. Bikes are allotted to you on rent along with a helmet and a half liter bottle to keep you hydrated during the journey.

Key West, FL, United States
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The Spa At Sunset Key

Just a few minutes away from the ocean and its white sandy beach, The Spa At Sunset Key is a tropical paradise of relaxation. Sip on fruit infused water before your treatment begins from their Tea Bar. Their beautiful rooms come with patios inspired from cabanas and their regime is influenced by the region. These include treatments like Key West Aloe Vera Hydrating Wrap, Salts Of The Earth Scrub, Custom Therapeutic Massage and Ocean Restorative Facial. Packages like Duet and Sunset Romance are great for couples for a romantic spa experience. Appointments are highly recommended.

Key West, FL, United States
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Kayak Kings

Kayak Kings is a local tour operator that provides kayaking tours around Key West's long coastline, exploring its natural beauty and diversity in the process. Tours can only be booked by appointment, which can be done through a phone call or online. Kayaks, paddles, and other safety equipment can be rented from the company itself. All you need to bring with you are towels, swim suits and a dying hunger for exploration and adventure.

Key West, FL, United States
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Fort Zachary Taylor Historic State Park

Built in 1845 and occupied by Yankee forces in 1861, the fort was finally completed in 1866. Now a National Historic Landmark, the fort offers tours to visitors. In January the park hosts the annual Sculpture Key West; if you're here in February, you'll be treated to Civil War Days. The west side of the State Park is ideal for fishing and snorkeling. In addition, the park also provides tables and grills for a picnic.

Key West, FL, United States
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