Yankee Freedom Dry Tortugas Ferry

Escape to this exclusive 27-acre oceanfront resort in Key West, where charming cottages meet stunning views, a fantastic restaurant, and top-notch service.

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.

Chic hotel with posh sundecks on all floors, plus free breakfast & a courtyard with an outdoor pool. A 5-minute walk from the Ernest Hemingway Home and Museum, this stylish hotel is a half mile from trendy dining on bustling Duval Street. Modern, boldly decorated rooms offer built-in desks, leather chairs, and bathrooms with tile showers, and marble countertops and vanities, as well as nightly turndown service; some rooms have balconies. Suites add separate sitting areas. Wi-Fi is free, and there are furnished sundecks on every floor. Amenities include complimentary continental breakfast and covered parking. A courtyard features an outdoor pool and a sundeck surrounded by palm trees and plants. Minimum-stay rules may apply.

Revered, longtime eatery offering Caribbean-American cuisine, ocean views & a wine bar.

Chill stop serving fried conch fritters & other seafood, burgers & hot dogs at an outdoor counter.

Nestled in Key West, this serene Victorian hotel boasts elegant rooms, lush gardens, two pools, and a top-notch restaurant for a luxurious retreat.

Charming outdoor shack serving up mouthwatering arepas, Cuban sandwiches, and burgers, perfect for a laid-back lunch between shopping sprees.

Upscale, LGBT-only, conch-house-style guesthouse offering free breakfast & a pool. Built in 1902, this upscale, LGBT-only guesthouse is 0.6 miles from Duval Street's restaurants, and 0.9 miles from the Key West Museum of Art & History. The stylish, airy rooms have hardwood floors and free Wi-Fi, and come with flat-screen TVs, DVD players and minifridges. Some rooms add microwaves and wet bars, as well as living space, and private balconies or porches. There's also a 2-bedroom suite with a kitchen and living/dining rooms. Free perks include continental breakfast and a daily cocktail hour. Other amenities include an outdoor pool with a bar, a hot tub and a garden deck, as well as clothing-optional sundecks.

Historic B&B featuring tropical-style quarters, a hot tub & continental breakfast with mimosas. Located in the Old Town historic district, this island-themed B&B occupies a transplanted 1850s Bahamian mansion 2 blocks from the Hemingway House and Museum, and 1 block from Duval Street's nightlife. The 6 tropically decorated rooms feature shower-only bathrooms and come with flat-screen TVs, minifridges, iPod docks and free Wi-Fi. Most rooms offer French doors with pool access. A 2-story suite has a private dining room and a kitchenette. Room service is available. Continental breakfast featuring mimosas is served on an outside patio. Amenities include a hot tub, secluded sundecks and a tropical garden. Bike rentals are available.

Bustling, open-air hangout featuring 2 bars, local seafood & live music on the courtyard stage.