Welcome to Dockside Boot Key Harbor, a hidden gem nestled at 35 Sombrero Blvd in Marathon, Florida. This vibrant bar and grill is the perfect destination for those seeking a casual, laid-back atmosphere paired with unforgettable culinary delights. If you think you know bar food, think again. Dockside elevates the experience with their impressive offerings, from Baby Back Ribs to a Crab Cake Sandwich that's pure Maryland bliss.
At Dockside, every meal is an opportunity to enjoy the picturesque views—whether you're watching manatees frolicking nearby or soaking up the sounds of live music from local bands. Patrons rave about the Fried Shrimp Platter and the Blackened Mahi Sandwich. The flavors are as dynamic as the surroundings, and each dish reflects the essence of Florida's laid-back coastal lifestyle.
One standout dish is the Homemade Chicken Pot Pie, a comforting classic that will warm your soul after a day in the sun. And for those craving a light bite, the Fish Dip with Pita Chips consistently garners rave reviews for its freshness and flavor. Why not pair your meal with one of their refreshing cocktails or a local brew? Happy hour runs until 7 PM, ensuring that the fun doesn’t end with dinner.
Guests like Shari Kludt and J and B highlight the welcoming vibe that makes Dockside a favorite among locals and visitors alike. As J and B enthusiastically noted, they found themselves coming back three nights in a row! It’s not just the food; it’s the entire experience—from live music that entertains every age group to a friendly staff that remembers your name.
Whether you're indulging in the succulent Pig Wings or the satisfying Street Tacos, each dish embodies a commitment to quality and local flavors. The delightfully crisp Calamari and irresistible Conch Fritters leave a lasting impression, showcasing the culinary expertise of the Dockside kitchen.
In short, Dockside Boot Key Harbor is not just another bar and grill; it's a culinary adventure waiting to be explored. With an array of mouthwatering dishes, refreshing drinks, and a setting that inspires relaxation, it’s truly a place where good food meets great memories. Come for the food, stay for the music, and savor every moment at this vibrant waterfront locale.
Shari Kludt
13/11/2025
This place is great! Casual vibe but Not your typical bar food and cocktails. Refreshing drinks, delicious food, great service (thank you Sheila), friendly locals and awesome views. Including a view of manatees mating on the nearby and bar. Would love to come back for the live music. Highly recommend!
J And B
13/10/2025
This place is the best! We had a blast on our vacation! Went here three nights in a row! Right on the water! Awesome live music every night of the week! Drinks are good too!
Kristen Schelp
10/10/2025
Great casual waterside vibes! We saw Kevin McCabe play and he was awesome. The blackened mahi sandwich and coconut shrimp were amazing. Great happy hour deals until 7!
Shannon
05/10/2025
Its definitely a locals vibe and i am here for it! They serve food till later around 11pm which most places dont. The spot is right on the water so you can get some nice views. They had a local band playing on sunday and it was great a lot of fun and the music was good. We got fish dip with pita bread both wete tasty but the pita bread was excellent! My bro had a shrimp po boy and he crushed it and said it was absolutely delicious. I also got some loaded tattertots for us to share and it was also yummy
Dean “Honest Reviewer” Nunya
26/09/2025
So we swing by there to see the local band playing Saturday night. The place was inviting as it looks like the local hangout. We had to look twice. If it weren’t for being packed with vehicles up and down the street we would have missed it. We walked up and into the bar area. Unfortunately it was a bit muggy but that’s to be expected for this time of year. Greeted immediately by the bartender and handed a menu. The band (and reason for us going there) was playing on the patio that we had a great view of. The band played cover music across four decades. Really eclectic and something for all age groups. Ordered a couple of drinks and appetizers. Expecting run of the mill bar food, we were so surprised. The drinks were great and then the food arrived. We ordered the conch fritters and calamari (keys=seafood). They came out in about ten minutes and looked pretty good, nothing overwhelming to be sure. The conch fritters are a bit small but there’s quite a lot of them. Clearly homemade (IYKYK). They were crispy on the outside and exploded with conch flavor. Seriously, the inside was a melty lava that made them the tastiest conch fritter I’ve ever had. Absolutely amazing must try for anyone who loves conch. The calamari was interesting when it arrived. While it looked good in the plate, I immediately thought because of the batter that they may have been frozen from a bag. Wow, was I mistaken with that theory. As soon as you take a bite accompanied with a banana pepper, the calamari pops it is so fresh. You can usually tell if calamari is not fresh when it tends to be a bit chewy and rubbery. This was NOT the case. With every bite they snapped and were bursting with flavor. Well I wish I could tell you about all the other things we had to eat there but we actually got there after nine and was there to see the band. We will definitely be back to run that entire menu. Thanks for the experience Dockside!
Kevin Craig
26/09/2025
Jipsea cowboys were playing. Loved the music. They don't have table service so you have to go to the bar. We just had drinks so not sure about the food. Great casual place for live music and sunsets.
Tabitha Keifer
25/09/2025
Great dive bar in Marathon. Accessible via car or water. Serve great drinks and the food was great, especially crab cake. If you enjoy a good dive bar, this is your place
Drive Boat Ride
17/08/2025
Fantastic locals spot in Marathon in the Florida keys. You can visit by car or boat, and we definitely visited with the Caymas 44 And had a blast at Dockside Boot Key Harbour! It was packed on a Sunday and the live music, drinks, and food were perfect!!