22&Co

Stylish, adults-only B&B with warm rooms, water views, afternoon tea & access to outdoor pools. Close to popular Duval Street, this beachfront, adults-only B&B is 2 blocks from the Southernmost Point Buoy and 0.5 miles from the Ernest Hemingway House. Stylish, individually decorated rooms all have private patios, iPod docks and Wi-Fi access. Some rooms add ocean views and whirlpool tubs. The hotel has a bar and direct beach access and shares 3 pools with its adjacent partner hotels. Continental breakfast and afternoon tea are included. A resort fee covers property-wide Wi-Fi, parking, access to the fitness center and the use of beach towels and chairs.

Visit this charming rum distillery for engaging tours, delightful tastings, and hands-on mojito classes, all wrapped in a fun, local vibe.

A quirky dive bar in Key West, Bobby's Monkey Bar boasts karaoke, a cash-only policy, and friendly vibes that keep both locals and tourists coming back.

Elegant hotel with modern rooms & suites, plus an outdoor pool & a Creole restaurant. A 4-minute walk from the charming boutiques and art galleries on Duval Street, this upscale hotel is a 10-minute walk from the Ernest Hemingway House and 3 miles from lively Smathers Beach. Featuring blue LED lighting and wood paneling, the contemporary rooms come with free Wi-Fi, flat-screen TVs and iPod docks. Upgraded rooms feature marble tubs. Monochrome suites with vaulted ceilings add sitting areas with sofas, and some have kitchenettes and/or balconies. Room service is available. Amenities include a cozy Creole restaurant/bar, and an outdoor pool with a waterfall.

Casual Irish pub with bar food, live music, and a rooftop seating area.

Refined rooms with a mix of traditional & contemporary decor, plus a patio area with a koi pond. Built in 1886, this elegant B&B is a 10-minute walk from Mallory Square and an 11-minute walk from the Ernest Hemingway House. Refined rooms with free Wi-Fi offer a mix of traditional and contemporary decor; most have minifridges and coffeemakers. Some add shared decks or private balconies. Continental breakfast is included. There's a patio area with a koi pond, and limited on-site parking is available for a fee.

Stylish old house with a big patio for globally accented American fare, plus a late-night wine bar.

A lively Key West pub with a charming outdoor patio, serving hearty bar fare and featuring upbeat live music that keeps the good vibes flowing.

Easygoing bar offering a diverse menu of cocktails, plus cupcake sushi & familiar snacks.

Step into this historic Key West pub where Ernest Hemingway once sipped, now alive with festive theme nights, live music, and quirky decor.