Boat-Up Bites & Brews: The Best Dockside Spots in the Florida Keys

Discover the best boat-friendly restaurants and bars in the Florida Keys. Dockside dining, tropical drinks, and sunset views from Key Largo to Key West.
April 2, 2025
Discover the best boat-friendly restaurants and bars in the Florida Keys. Dockside dining, tropical drinks, and sunset views from Key Largo to Key West.

Cruise through paradise from Key Largo to Key West as we unveil the Florida Keys’ top boat-friendly bars and restaurants. Each of these 15 island gems welcomes you to dock and dine – or dock and drink! – in true Keys style. Expect lively tiki bars, salty seaside shacks, and sunset decks where the vibes are as mellow as a warm tropical breeze. Hop off your boat and join the fun at these waterfront hangouts, where fresh seafood, killer cocktails, and breathtaking views await.

1. Sharkey’s Sharkbite Grill – Key Largo

Why It’s Special: This Key Largo favorite is a casual waterfront hub where “American grub, cocktails & live tunes” set the tone day and night​. Tucked along a Port Largo canal, Sharkey’s exudes a come-as-you-are atmosphere beloved by locals (especially divers and anglers fresh off the boat). Grab a seat on the waterside patio or belly up to the sports bar inside – either way you’ll soak up the friendly, tropical vibe with music often playing and laughter echoing across the dock.

What to Try: The menu focuses on locally caught seafood. The fish tacos and crispy conch fritters are fan favorites​ – think fresh mahi or grouper piled in warm tortillas, and fritters packed with tender conch. Wash it down with a cold beer or their tropical “Shark Bite” punch cocktail. You might even time your visit for sunset to catch a brilliant show over the mangroves (with a key lime pie slice to finish – why not, you’re on vacation!).

Location: 522 Caribbean Dr (MM 100 Oceanside), Key Largo​. Dock along the Port Largo canal and step right up into this lively pub.

2. Skipper’s Dockside – Key Largo

Why It’s Special: Nestled in a scenic cove behind Key Largo’s marina, Skipper’s Dockside is an oceanfront oasis harkening back to simpler times​. The huge tiki hut roof and vintage boatyard decor (including an old ice house and a 1940s gas pump by the entrance) give it a nostalgic Old Keys charm. It’s equal parts tropical restaurant and backyard party – often hosting live music on the deck and happy boaters swapping fish tales at the bar. Expect a laid-back island vibe with palm trees swaying and fish splashing in the harbor.

What to Try: Seafood shines here with a twist of creativity. Try the grilled mahi-mahi sandwich or the famous fish tacos loaded with flavor (locals on Reddit rave “the fish tacos are my favorite!!!”​). For a unique starter, the conch fritters come with a tangy Key lime aioli – a Keys staple. Pair your meal with Skipper’s tropical rum punch or a locally brewed beer. Don’t rush off after eating; linger for the live music and perhaps a round of sunset cornhole on the lawn.

Location: 528 Caribbean Dr, Key Largo (MM 100 Bayside)​. It’s right by the Key Largo Harbor Marina – dock slips are available for diners, so cruise on in.

3. Sundowners – Key Largo

Why It’s Special: As its name promises, Sundowners has been serving up sunsets since 1985​. This iconic bayside spot offers one of the best sunset dinner experiences in the Upper Keys. Imagine a sprawling deck over Florida Bay, strings of lights, tiki torches, and endless sky painted orange-pink each evening. The vibe is a bit more refined tropical dining (think casual chic) with a glass-walled dining room and a palm-lined patio, but it’s still very welcoming to boaters dropping in for a cocktail at the dock bar. Fish literally swim right up to your table, hoping for a nibble​, as you toast the sunset – talk about dinner with a view!

What to Try: The menu covers all the surf-and-turf classics. They’re famous for fresh seafood and steaks​ – you can’t go wrong with the broiled Yellowtail snapper or a juicy prime rib. Start with the conch ceviche or coconut shrimp for a true taste of the Keys. And definitely save room for their “famous” Key lime pie, a dessert they’ve perfected over decades​. Sip a Sundowner cocktail (rum, apricot brandy and tropical juices) or a cold local beer as the sun sinks into the bay. It’s the kind of place where one sunset cocktail easily turns into a lingering evening of storytelling.

Location: Mile Marker 104 Bayside, Key Largo​ (exactly at 103900 Overseas Hwy). There’s a large pier for docking – pull in by boat and enjoy front-row seats to the sunset show.

4. Habanos on the Creek – Tavernier

Why It’s Special: Habanos is a hidden gem by the water that many tourists pass by – but savvy locals know this unassuming cafe for some of the tastiest Cuban fare in the Keys​. Tucked at Tavernier Creek Marina (MM 90.8), it’s the perfect dock-and-dine pit stop when boating between Key Largo and Islamorada. The atmosphere is low-key and friendly, with a few outdoor tables overlooking the creek where you can watch pelicans and the occasional manatee cruise by. Kayakers and paddleboarders often pull up here too for a casual lunch. Habanos isn’t fancy – instead it’s all about authentic flavor and local charm, the kind of place you might chat with the owner while your café con leche brews.

What to Try: The Cuban nachos are a must-order and totally unique: crunchy plantain chips piled high with roasted pork, melted cheese, and pico de gallo​ (a delicious Cuban-Caribbean mashup!). Of course, they also make a mean Cuban sandwich pressed to perfection and fantastic homemade pork tacos. If you’re craving seafood, try the fresh fish tacos or the fried whole yellowtail – they do it all with a Cuban flair. Wash it down with an ice-cold beer or a cortadito (Cuban espresso) if you need a pick-me-up. This is the spot to kick back and refuel, Hemingway-style.

Location: Tavernier Creek Marina, 90800 Overseas Hwy, Tavernier (MM 90.8 Bayside)​. Pull your boat into Tavernier Creek and look for the blue marina building – Habanos’ dock is right there waiting.

5. Lorelei Restaurant & Cabana Bar – Islamorada

Why It’s Special: The Lorelei is nothing short of iconic in Islamorada – a tropical open-air bar, restaurant, and marina that embodies the Keys’ “lazy days and easy livin’” spirit. Marked by the famous mermaid silhouette sign, this laid-back locale is known for its exceptional live music and sunset celebrations​. By day, boaters stop in for fish sandwiches and cold beer with their toes in the sand. By night, the party ramps up with local bands playing blues, jazz, or rock on the small stage under swaying palm trees as the sun sets in fiery fashion over Florida Bay. The vibe is very come-as-you-are: families, fishermen, salty sailors, and savvy tourists all mingle here with plastic cups in hand, humming along to the music. It’s the kind of place where you arrive by boat and stay for the sunset, then stay longer for the stars.

What to Try: Lorelei is famed for its “cook your catch” option – bring in your day’s fishing haul and the chef will grill it up for you on the spot! If you didn’t catch dinner, no worries: the fried fish tacos and crispy conch fritters are island favorites. They also do great peel-and-eat Key West shrimp and a popular Lorelei lobster Reuben sandwich for something different. To drink, you must try Lorelei’s Famous Rum Punch, a zingy tropical concoction that’s the bar’s signature (and packs a punch)​. Happy hour here is legendary, but honestly, any hour is happy hour at Lorelei – just sit back, listen to the live band, and watch the sky turn pink.

Location: 81924 Overseas Hwy, Islamorada (MM 82 Bayside at the Lorelei Marina)​. Plenty of dock space is available for boaters – just idle in off the ICW and you’ll spot the mermaid sign and thatch cabana.

6. Robbie’s Hungry Tarpon – Islamorada

Why It’s Special: Part attraction, part restaurant, Robbie’s Marina is a must-stop for boaters exploring Islamorada. Dock at Robbie’s and step into a colorful world of art stands, pelicans, and the “world-famous tarpon feeding” frenzy right off the dock​! The Hungry Tarpon is the marina’s rustic waterfront eatery where you dine literally inches from wild tarpon fish swirling in the marina waiting to be fed. The vibe is delightfully quirky Old Keys – picnic tables under a thatched roof, license plates and dollar bills decorating the walls, and a tropical breeze carrying the smell of delicious grilled seafood. By day it’s chill and family-friendly; by night (they often stay open till 9pm) it’s a fun, lively spot to swap seafaring tales under strung lights.

What to Try: This is home to the Trailer Trash Bloody Mary, a legendary drink loaded with so many toppings it’s practically a meal​ (think shrimp, bacon, veggies – even a donut sometimes – crowning a spicy Bloody Mary!). It’s the perfect morning kickstarter before you feed the tarpon. For food, the menu ranges from hearty breakfast (try the lobster benedict if you come early) to fish sandwiches and island-style seafood for lunch/dinner. The Thai fried mahi-mahi bites and conch chowder are delicious appetizers. Popular mains include the blackened fish tacos and the locally caught grilled grouper sandwich, all super fresh – true “dock-to-dish” dining since the marina’s anglers supply the kitchen. And don’t leave without tossing a few bait fish to the giant tarpon off the dock – it’s an only-in-the-Keys thrill!

Location: Robbie’s Marina, 77522 Overseas Hwy, Islamorada (MM 77.5 Bayside)​. Tie up at Robbie’s dock for a small fee (which goes toward the tarpon feeding) and join the fun – you can’t miss the lively scene.

7. Marker 88 – Islamorada

Why It’s Special: A Keys tradition since 1967, Marker 88 is beloved for combining elegant island dining with a toes-in-the-sand setting​. The restaurant sits on one of the few natural beaches in the Keys​, offering sweeping views of Florida Bay. You can literally pull up your boat and dine on the beach under palm trees or beneath a covered patio – your choice of sunshine or shade. The atmosphere is upscale-casual: you might see couples dressed up for a romantic sunset meal at the water’s edge, while at the next table a family fresh off a boat in flip-flops enjoys fish tacos. With live music daily and an on-site boutique (so you can snag a souvenir jar of their famous key lime pie filling), Marker 88 manages to feel both special-occasion and perfectly laid-back. Plus, that sunset view – it’s simply one of the best in Islamorada.

What to Try: Marker 88’s menu leans into fresh Florida seafood and creative cocktails, staying true to its decades of island heritage​. Start with the smoked fish dip or conch chowder for a taste of local flavor. The yellowtail snapper Matecumbe (a house specialty baked with tomatoes, capers, and basil) is a standout entrée, as is the citrus-glazed grilled grouper. They’re also known for excellent steaks if you prefer turf over surf. To drink, the Islamorada Relaxer cocktail (rum, pineapple, and mango) is a tropical dream, or try one of the local craft beers on tap. And do not miss the dessert: Marker 88 is famous for its homemade key lime pie, often hailed as the best in the Keys​. One bite of that tart, creamy pie with graham cracker crust and you’ll see why this place has been a hit for over 50 years.

Location: 88000 Overseas Hwy, Islamorada (MM 88 Bayside)​. Dock space is available on their beach – just look for the docks extending from the sandy shore on Plantation Key.

8. Hog Heaven Sports Bar & Grill – Islamorada

Why It’s Special: Ready to kick it up a notch? Hog Heaven is the Upper Keys’ hottest late-night spot, a popular boat-up bar where the party often continues well past midnight​. By day, this tucked-away hideaway in Islamorada (near MM 85) is a chill waterfront grill with a little private beach and a lagoon-like cove – perfect for anchoring your skiff and grabbing lunch. By night, Hog Heaven transforms into a lively sports bar meets tiki club, with live DJs or bands, dancing under the stars, and plenty of flat-screen TVs broadcasting the big game​. It’s got something for everyone: a front tiki bar right on the water, an indoor bar with AC, and even an upstairs patio. The backdrop is gorgeous – shallow turquoise waters and mangroves – but the vibe is unpretentious and fun. Don’t be surprised if you see people arriving by boat in bathing suits and leaving in party mode!

What to Try: The menu is surprisingly extensive – from BBQ ribs to pasta – but you’re here for bar food done right. The chicken wings at Hog Heaven get rave reviews (one boater said “the wings are awesome” after docking here for lunch​). You can choose from sauces like mango-habanero or classic buffalo. The pulled pork nachos are another crowd-pleaser, piled high enough to feed the whole crew. Seafood lovers might go for the fried dolphin (mahi) sandwich or the shrimp po’boy. They also fire up excellent late-night pizzas to satisfy those post-party munchies. Drink-wise, anything cold and refreshing goes – try their hogarita (a hog-sized margarita) or a simple rum and coke. The key is to enjoy the good tunes, good views, and good company. Before you head out, take a moment on their little beach under the twinkle lights – you’ll see why this place is a “protected cove” of fun in sleepy Islamorada​.

Location: 85361 Overseas Hwy, Islamorada (MM 85 Oceanside)​. It sits just north of the Channel 2 bridge. Deep water dockage is available for boats of many sizes​ – idle in slowly to find a slip, and get ready for a hog-wild time.

9. Sunset Grille & Raw Bar – Marathon

Why It’s Special: Located at the foot of the majestic 7 Mile Bridge, Sunset Grille is a Middle Keys landmark where boating and good times converge​. It’s a massive open-air restaurant and tiki bar with plenty of dock space for boats of all sizes​. What really sets Sunset Grille apart (besides the unbeatable sunset view over the bridge) is that it features a swimming pool – yes, you can literally jump in for a swim while you wait for your food! The atmosphere is energetic and fun-loving; on a Sunday afternoon, you’ll find families splashing in the pool, a DJ or band pumping out island tunes, and a blender working overtime on frozen drinks. It’s basically a mini-resort vibe open to anyone who comes by land or sea. “Sunday Funday” was practically invented here – if you’re seeking a party, Sunset Grille is the place to be.

What to Try: As a raw bar, they offer terrific peel-and-eat Key West pink shrimp, raw oysters, and stone crab claws (when in season). A tiki bar staple, their conch ceviche and tuna tataki appetizers are light and perfect for a hot day. For mains, try the grilled hogfish platter or the locally caught catch of the day prepared your way. Sushi lovers will be pleasantly surprised – they have a sushi menu featuring creative rolls and fresh sashimi (the “7 Mile Roll” is a hit). The drink menu is extensive: frozen piña coladas, Key lime mojitos, and their signature blueberry lemonade cocktail (a bartender’s off-menu invention that became popular) are all delicious​. Happy hour often features yummy tropical concoctions whipped up on the fly​. And if you’re still around come sunset, join the crowd in raising a toast as the sun dips below the bridge – pure magic.

Location: 7 Knights Key Blvd, Marathon (MM 47, at the base of the 7 Mile Bridge on the ocean side)​. Large docks extend behind the restaurant – dockage is first-come, first-served and plentiful, so sail in early on weekends.

10. Burdine’s Waterfront – Marathon

Why It’s Special: For those craving a no-frills local hangout, cruise into Boot Key Harbor and tie up at Burdine’s. This unassuming spot at the end of 15th Street in Marathon doubles as a marina and a chiki-tiki bar & grill upstairs​. It’s one of those “best-kept secrets” – though given its popularity, the secret’s long been out. Burdine’s has an old-school fish camp charm: weathered wood decks, thatched tiki umbrellas, and a panoramic view of the harbor where sailboats bob at anchor. The vibe is easygoing and very local-friendly; you’ll often share the space with fishing captains, liveaboard sailors, and families who’ve been coming here for generations. Come by boat or car (plenty of parking for both) – either way, you’ll be greeted with a smile and perhaps the smell of something delicious frying in the kitchen.

What to Try: Two words: french fries. Burdine’s is famous up and down the Keys for their “award winning fries”, which many claim are the best in the entire Keys​. They’re beer-battered, crispy, and downright addictive – don’t even think about skipping them. The menu is solid bar-and-grill fare with a Keys twist. The Burdine’s burger (you can get it with tuna or mahi in place of beef if you like) is a top seller, juicy and satisfying. They also do excellent fish sandwiches; try the fried grouper sandwich with a side of coleslaw. If you’re a seafood fan, the fresh catch platters (mahi, tuna, or whatever was biting that day) blackened or grilled are simple and perfect. And for a unique treat, sample their deep-fried Key lime pie – yes, they took the classic dessert, wrapped it in pastry and fried it, and it’s heavenly​. Nothing too fancy here, just great eats with a cold beer (order a cold draft or a rumrunner) and a stellar sunset view over the harbor.

Location: 1200 Oceanview Ave (End of 15th Street Ocean), Marathon​. It’s tucked on the south side of Boot Key Harbor. Pull into the marina docks for fuel or a slip and head upstairs to the tiki bar – boaters are always welcome.

11. Kiki’s Sandbar & Grille – Little Torch Key

Why It’s Special: Down in the Lower Keys, Kiki’s Sandbar is a little slice of paradise that perfectly captures the off-the-grid charm of the area. Situated on the Gulf side of Little Torch Key, this spot offers beachfront dining with a panoramic view of where the sky meets the turquoise bay. What makes it extra fun? There’s an actual sandy beach at Kiki’s (complete with lounge chairs and palm trees), so you can anchor out a bit and literally swim or wade ashore! Or just dock at their pier and stroll onto the sand. The vibe here is “nothing fancy, folks” – which is exactly its appeal. Think island music, friendly locals, dogs running on the beach (it’s pet-friendly), and a super relaxed atmosphere that will make you feel like you’ve stumbled into a Jimmy Buffett daydream. The upstairs is still being renovated post-hurricane, so all the action is outdoors under the big tiki hut or at picnic tables on the sand, often with a live acoustic guitarist strumming away. You’ll feel your worries drop off your shoulders the moment you arrive.

What to Try: Kiki’s menu covers all the beach bar essentials. The smash burger gets a thumbs up from many (juicy and loaded with toppings), and the fresh fish tacos or blackened mahi sandwich are ideal after a day of fishing. They also serve a tasty “Sandbar” salad with blackened shrimp or chicken if you’re craving greens. Portions are generous but nothing here is pretentious – it’s just good cookout-style food. For an appetizer, try the conch fritters or the smoked fish dip, both pair well with a cold beer. Kiki’s boasts a nice selection of craft beers and a full bar; a frozen rum runner or a margarita in hand completes the experience. The best recipe at Kiki’s, though, is simple: sunset, a cold drink, and the ocean breeze. As one review put it, “Nothing fancy here... the atmosphere and island music [are] so relaxing, we felt like we were on vacation”​ (even if you’re already on vacation, you get the point!).

Location: 183 Barry Ave, Little Torch Key (Gulfside, just off US-1 at MM 28)​. You’ll find a dock and a small boat ramp on site – plenty of room to pull in your boat or dinghy. Keep an eye out for the American flag flying by Kiki’s beach; it’s a welcoming beacon for boaters.

12. Geiger Key Marina & Fish Camp – Geiger Key (Lower Keys)

Why It’s Special: Want to experience the Keys like a local? Head about 10 miles east of Key West to Geiger Key Marina – a hidden gem that feels worlds away from the bustle of Duval Street. This place is an old-school fish camp marina with an awesome open-air tiki bar restaurant right on the mangrove-lined creek​. It’s surrounded by nature – expect to see fish schooling in the clear water, pelicans perched on dock posts, and the occasional manatee snorting hello. The vibe is as low-key and “Keys-y” as it gets: picnic tables under the tiki hut, a few bar stools for the regulars, maybe some live music on a weekend afternoon (often just a guy with a guitar playing Jimmy Buffett tunes). This is a place to kick back and enjoy the peace and quiet of the Lower Keys – no traffic noise, just rustling palms and laughter from happy diners. Plus, if you’re into fishing or camping, the marina and attached RV park offer charters and campsites, so it’s a hub for outdoorsy fun. But for us hungry boaters, it’s all about that restaurant…

What to Try: The menu at Geiger Key is all about fresh, locally sourced seafood – straight from the boats to your plate​. If you’ve been fishing, they’ll cook your catch for you here (grilled, fried, or blackened to perfection). Otherwise, dive into the peel-and-eat shrimp (steamed in beer and Old Bay), the catch-of-the-day sandwich, or their excellent fish tacos. They also do a nightly grill special – often a juicy steak or ribs – for the landlubbers. Sides like coleslaw, baked beans, and hushpuppies round out the fish-camp feast. A standout appetizer is the smoked fish dip, and if you time it right, you might hit their Sunday BBQ where they slow-smoke meats on an open pit (a local favorite event). To drink, the vibe calls for a cold draft beer or one of their creative tropical cocktails – the bartender here loves to mix up fruity rum concoctions. Enjoy your meal with a “salty breeze” and sweeping ocean views” as your backdrop​. By the end, you’ll understand why Geiger Key Marina is cherished as a “locals’ gem” – it’s the real Keys deal.

Location: 5 Geiger Road, Geiger Key (MM 10.5, Oceanside off US-1)​. It’s just a short ride from Key West. Dock space is available along the marina basin – tie up and walk right in (the staff will happily help boaters with lines). You’ll feel like you discovered a secret spot… because you did!

13. Hogfish Bar & Grill – Stock Island (Key West)

Why It’s Special: If you want to experience Key West the way locals love it, head to Hogfish Bar & Grill. This hidden gem is tucked away in Safe Harbor Marina on Stock Island, offering an authentic taste of old Key West far from the cruise ship crowds​. The setting is a working marina – think shrimp boats, lobster traps, and pelicans looking for handouts – and Hogfish fits right in with its no-frills, nautical vibe. The bar/restaurant is open-air under a big palapa roof, with views of the harbor and rustic docks. Expect strong drinks, fresh-off-the-boat seafood, and colorful characters swapping stories (you might sit next to a local fisherman who just unloaded his catch)​. Live music on weekends adds to the fun, but even on a quiet afternoon, the ambiance is gold: you truly feel like you’ve stepped back in time to Key West’s bohemian past. This is a local’s hangout through and through, yet visitors who venture here by boat or car are welcomed like old friends.

What to Try: Hogfish’s claim to fame is, of course, the hogfish – a tropical reef fish that is delicious and not widely found on menus. Order the signature “Killer” Hogfish Sandwich, and you’ll get a fillet so fresh it was probably swimming that morning, fried golden and served on Cuban bread with mushrooms, onions, and Swiss cheese​. It’s decadent and absolutely lives up to the hype. They also serve hogfish in tacos (panko-crusted bites in soft tortillas) and even Stuffed Hogfish with crabmeat if you’re feeling fancy​. Beyond hogfish, the peel & eat Key West shrimp are a treat, and the smoked fish dip is a creamy, smoky starter locals adore​. Check the specials board for whatever the kitchen is excited about that day – often a boat-to-table special like blackened snapper or grilled cobia. Sip on a Hogfish Lager (their house beer) or a spicy Bloody Mary – the drinks are notably strong here​, so boaters, make sure you have a designated captain! With the laid-back atmosphere and panoramic waterfront views​, every meal feels like a classic Keys adventure.

Location: 6810 Front Street, Stock Island (Safe Harbor Marina, just across the Cow Key Channel from Key West)​. Dock at Safe Harbor – there’s usually room for visitors near the shrimp boats (call ahead on VHF or phone if you’re unsure). Don’t be surprised if you have to ask a local where it is once you’re close – it truly is tucked away – but that’s part of the fun!

14. Schooner Wharf Bar – Key West

Why It’s Special: Welcome to the “Last Little Piece of Old Key West”​. Schooner Wharf isn’t just a bar – it’s a Key West institution, an eclectic open-air watering hole literally on the harbor. Set at the foot of William Street in the Historic Seaport, Schooner Wharf looks like a salty sailor’s hideaway – and that’s exactly what it is. You’ll see historic schooners and fishing boats moored just steps away (sometimes crew members wander in still in their deck boots). The bar itself is a funky collection of hulls and salvaged wood, with nautical décor and Christmas lights that stay up year-round. There’s live music here starting before noon and going past midnight, and often a magician or fire-eater performing too – truly, anything can happen at Schooner’s! It’s packed with locals and visitors morning, noon, and night​. Grab a seat under the shade of the palm fronds, enjoy the harbor breeze, and soak up an atmosphere that’s as Key West as it gets: laid-back, a bit wild, and full of character.

What to Try: Schooner Wharf’s slogan could be “drinks, music, and great galley fare”​ – the food is surprisingly good for a self-proclaimed dive bar. The peel-and-eat shrimp are always a winner (fresh from the boats). Their conch fritters and conch chowder are locally famous – rich, spicy, and packed with conch, arguably some of the best in town. For something hearty, try the Schooner burger or the blackened catch-of-the-day sandwich. They also serve a bountiful vegetarian platter (a nod to the hippie side of Key West). Drinks are anything goes: from a simple cold draft beer to the Pirate’s Punch (a rum punch that will make you say arrr!). Also notable – Schooner Wharf is one of the few places with two happy hours: one in the morning and one in late afternoon​ – if you arrive early (maybe after a sunrise fishing trip), you can even score half-price drinks with your breakfast! But regardless of the hour, definitely indulge in a frozen Key Lime margarita at least once. With live music ranging from island reggae to blues belting out 14 hours a day, you’ll be tapping your feet as you dine. Historic schooners are literally docked alongside​, so you might hear a cannon salute or see a tall ship set sail as you sip your drink. Only in Key West does a bar feel this much like an adventure.

Location: 202 William Street, Key West (Historic Seaport at Key West Bight)​. There are a few dock spaces for patrons right in front (very short-term; mostly dinghies from anchored boats), or you can dock at the Key West Bight Marina nearby. Then just walk along the harbor walk to Schooner Wharf – you won’t miss its funky charm.

15. Conch Republic Seafood Company – Key West

Why It’s Special: Set in a sprawling former shrimp packing plant right on Key West’s seaport, Conch Republic Seafood Company is a festive dockside restaurant that perfectly balances tourist-friendly and local-approved. It’s big, it’s lively, and it oozes island character – open-air with huge ceiling fans, a giant bar, and plenty of harbor-front seating to watch the yachts and fishing boats glide by. In fact, the bar is famously the largest between Miami and Cuba, stretching 80 feet and stocked with over 80 rums​! By day, this is a great spot to bring the family for lunch (kids love watching tarpon and fish in the water below the docks). By night, the twinkling lights and live music transform it into a party-like atmosphere where strangers toast and dancing can break out at any time. The restaurant proudly celebrates Key West’s heritage – you’ll notice the original concrete floors and industrial beams from its fish-house past, and historical photos on the walls​. It’s a dock-to-dish dining experience with a side of history and a whole lot of fun.

What to Try: True to its name, seafood is the star here – and it’s as fresh as it gets (often dock-to-table the same day)​. Start with a classic conch chowder or their popular smoked fish dip. The Conch Republic Sampler is a great way to go if you want a taste of all things Keys: conch fritters, coconut shrimp, and crab cakes on one platter. For entrees, the yellowtail snapper is excellent – they serve it Matecumbe-style (baked with tomatoes and capers) similar to Marker 88, or fried with a mango chutney. Also highly recommended are the crispy Key West pink shrimp – these sweet shrimp are a local treasure, served peel-and-eat or beer-battered. They have a raw bar too, with oysters and stone crab claws in season. And if you’re feeling indulgent, try the Lobster Mac ‘n Cheese or the jumbo lump crab cakes, which showcase that dock-fresh seafood. With that massive bar, you’ll want a drink: perhaps a mojito made with fresh Key lime, or the aptly named “Conch Republic” cocktail (a potent rum punch). They even have a rum flight if you want to sample a few of those 80+ varieties. Fresh seafood, cold drinks, and harbor views – it’s the Key West dream, and it’s all here under one giant roof (or rather, under the stars if you snag a patio table).

Location: 631 Greene Street, Key West (in the Historic Seaport at the old Singleton Fish House)​. Dockage available: Key West Bight Marina has transient slips right in front – call the dockmaster for a reservation if needed, or come by dinghy from a mooring. You’ll literally step off your boat and into your dinner chair!

Closing Notes: Cheers to Dockside Living in the Keys

From Key Largo’s laid-back harbors to Key West’s bustling historic seaport, the Florida Keys are truly a boater’s gastronomic paradise. These 15 spots showcase the unique flavors, character, and camaraderie that bloom where land meets sea. As you hop from dock to dock, you’ll find that every stop has its own story – and you’re bound to leave each with new friends and maybe a few wild tales to tell. So chart your course, pack your appetite, and embrace the carefree, fun-loving spirit of the Keys. Just remember, whether you’re sipping rum punch at sunset or dancing under the tiki lights, to boat responsibly: anchor securely, designate a sober skipper, and respect the waters that connect all these wonderful places. Here’s to calm seas, full glasses, and endless dockside adventures – in the Conch Republic, every day is a boat party waiting to happen. Cheers and happy cruising! 🏝️🚤🍹

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