Things To Do
Moondog Cafe Key West
A must-visit for outstanding breakfast, lunch, and pastries. (lots of vegan/GF options)
Nine One Five
More upscale dinner option - New American food. Fantastic cocktails / wine list. Our go to for a nice night out
Blackfin Bistro
Higher end - gorgeous back courtyard dining area lined with palm trees
Little Pearl
Small, intimate eatery with a tasting menu. FANTASTIC wine list
Boat House Bar & Grill
Great lunch & happy hour. Gorgeous view of the Marina.
Cuban Coffee Queen Downtown (Southard and Duval)
Our FAVORITE coffee place on the island. There are multiple locations and usually there is one within walking distance of wherever you are staying. Their specialty Cuban iced coffee is a must have.
Frita's Cuban Burgers
Hole in the wall with authentic Cuban food (Annie's favorite!)
Blue Heaven
Bahama Village institution - an artsy lively spot for brunch & hanging out with roosters!
Capt Tony’s Saloon
The *original* Sloppy Joes location. A legendary hang with barstools painted with the names of Ernest Hemingway, Truman Capote, Jimmy Buffett, Shel Silverstein, John Prine, John F. Kennedy, Harry Truman, and Mike Leach. Steeped in history and sticky walls.
Fort Zachary Taylor Beach
Hands down the best beach on the island. Chairs & umbrellas for rent as well as a little snack shack for burgers & beers.
Key West Historic Seaport
A gorgeous spot for a sunset walk on the water with lots of bars & shops.
We Cycle | Key West Bike Rental (Old Town)
Our recommendation for bike rentals, one of the best ways to get around the island!
Fishy Business Charters
Captain Eric Evans: offshore fishing charters. Alex's fishing addiction enabler.
Key West Pottery
Gorgeous gallery featuring a husband and wife potter & painter. We have vases & prints in our house from these two. A must visit for some unique shopping.
Books & Books @ The Studios of Key West
An adorable non-profit bookstore founded by author Judy Blume attached to The Studios of Key West.
Captain's Corner Dive Center
For all your SCUBA diving and snorkeling needs.
Key West Sandbar Trips
The best way to see key west is by water & a private boat!
Honest Eco Tours
A tour company specializing in eco-friendly and immersive marine tours. They focus on wildlife conservation and small group experiences, offering activities like dolphin watching, guided snorkeling, kayaking, and sunset sails.