5 Brothers Grocery and Sandwich Shop

"Welcome to the Key Lime Festival: America’s Favorite Citrus Celebration! In the Florida Keys we like to celebrate the things that make our islands unique. Citrus, eccentrics, people & pie. Our celebrations are fun, odd & unforgettable. Our people are too. Come on down to the birthplace of Key Lime Pie for a little taste and you’ll see what we mean. Love & Limes!"

Diners can watch the sun set over the harbor at this local fixture for surf 'n' turf.

Guesthouse with low-key rooms & detached conch houses, plus a heated pool & a daily happy hour. This relaxed, art deco-style guesthouse in historic Old Town dates from 1924, and is a mile from The Ernest Hemingway Home and Museum, and a 9-minute walk from Duval Street’s restaurants and bars. Decorated in soft hues, the main guesthouse offers both rooms with en suite bathrooms and rooms with shared facilities. Some provide private porches, and all have free Wi-Fi. Some rooms include flat-screen TVs, microwaves and minifridges. There are also several restored conch houses on the property with rental units, and some have full kitchens. There's a daily complimentary happy hour. Additional amenities include a heated outdoor pool and a hot tub.

Upscale lodging offering modern rooms with free Wi-Fi, plus 3 outdoor pools & a restaurant. A 9-minute walk from Mallory Square, this upscale, waterfront hotel is 2.5 miles from Smathers Beach. Airy, modern rooms offer private balconies, free Wi-Fi and flat-screen TVs, plus minibars and Keurig coffeemakers. Some provide pool or harbor views. A resort fee includes access to an exercise room and 3 outdoor pools. A relaxed restaurant serves a fusion of Californian and Mexican fare, and there’s a poolside bar. Bike rentals are available.

Eatery in a former gas station with organic veggie dishes & juices plus an attached organic grocery.

Playful haven for rescued parrots where guests can picnic, play music, create art & interact.

Traditional Cuban home cooking & housemade sangria in a casual, family-friendly setting.

Set sail on stunning classic vessels for unforgettable sunset cruises and private charters, where fun crews and breathtaking views await.

Island-style hotel featuring rooms with whirlpool tubs, plus a spa, restaurant & poolside lounge. Overlooking the harbor and Sunset Pier at Duval Street, this classic island-style hotel is a 3-minute walk from historic Sloppy Joe’s bar, a 6-minute walk from the Harry S. Truman Little White House and 0.8 miles from the Ernest Hemingway Home and Museum. Rooms with bright accents have free Wi-Fi, flat-screen TVs and whirlpool tubs, and some have private balconies. All suites feature balconies, and some have pull-out sofas. In addition to a full spa, an outdoor pool, a hot tub and a poolside lounge, amenities include a waterfront restaurant, a boutique and valet parking (surcharge).

Colonial-style rooms in a genteel 1800s inn with 2 outdoor pools, a poolside bar & free breakfast. Less than half a mile from Highway 1, this refined, adults-only inn in a former cigar factory dating from the 1800s is a 9-minute walk from the Ernest Hemingway Home & Museum, and 13 minutes on foot from shops, restaurants and galleries on the bustling Duval Street. Genteel, colonial-style rooms come with free Wi-Fi, flat-screen TVs and garden views; some have balconies. Suites add living rooms, sofabeds and minifridges. Complimentary continental breakfast is served in a cozy, wood-paneled dining room. The garden features 2 outdoor pools, 2 hot tubs and a poolside bar.