The island city of Key West is the ultimate tropical destination. For adventure seekers, there is world-class fishing, diving, and watersports. For foodies, there are top-rated restaurants serving fresh, local seafood and mixing cool, refreshing drinks. There are numerous art galleries, museums and historic neighborhoods for your exploration. Or, if you are looking to unwind, you can spend your days doing nothing more than swaying in a hammock at our tropical bed and breakfast in Key West, FL.
Our Key West guest house is adjacent to the Southernmost Point in the Continental United States, so you can visit this must-see spot upon arrival. The Southernmost Point Guest House is located on the quiet end of Duval Street, so you’ll enjoy a peaceful stay that is within walking distance of many attractions and activities. The famed Duval Street is a mile-long street with the Gulf of Mexico at the north end and the Atlantic Ocean at the south end. Between the two bodies of water is a fascinating street with outdoor dining, historic bars, shopping and live entertainment at all hours of the day. Start happy hour in our lush gardens, and let your evenings take shape from there.
In our island paradise, you can fill your days with as much or as little as you desire. If rest and relaxation are on the itinerary, you’ve come to the right place. Our breezy porches are calling. At our bed and breakfast, lounge or take a dip in our pool-size Jacuzzi, or just hang out in our hammocks and take in the island life!
Events in Key West
Event calendar provided with the courtesy of the Monroe County Tourist Development Council.
- 9/21/2019 Smithsonian Magazine Museum Day at Florida Keys History & Discovery Center
- 11/27/2019 Lighting of the Bight: Key West Harbor Walk of Lights
- 12/15/2019 Rams Head Production presents: Bret Michaels at Key West Theater
- 9/21/2019 - 9/22/2019 9th Annual Key West Musicians Festival
- 11/3/2019 - 11/11/2019 Waterfront Playhouse presents: The Informer
- 11/22/2019 - 11/25/2019 Waterfront Playhouse presents: Hair In Concert
- 10/19/2019 - 10/25/2019 Waterfront Playhouse presents: Rocky Horror Picture Show
- 10/5/2019 Underwater Pumpkin Carving
- 11/21/2019 Sip n Shop
- 12/8/2019 Fifth Annual Islamorada Half Marathon and 10K
- 12/7/2019 Second Annual Lighting of the Lighthouse & Boat Parade
- 12/1/2019 I Love Stock Island Holiday Lighting Ceremony
- 9/21/2019 - 9/22/2019 9th Annual Key West Musicians Festival
- 10/26/2019 Old Island Restoration Foundation presents: Fantasy Fest Porch Party
- 9/10/2019 - 9/13/2019 Fish With a Hero