Islamorada's Best New Restaurants Are Inside the Resorts You Keep Driving Past

Islamorada's Best New Restaurants Are Inside the Resorts You Keep Driving Past

For two years, I watched neighbors pull up to the gate at Three Waters Resort & Marina, glance at the valet stand, and turn around. The assumption was simple: that's a hotel, the kitchen is for guests, keep driving to the Lorelei. It's a reasonable guess. It's also wrong, and it's costing Islamorada residents some of the best cooking that has opened on this stretch of the highway in years.

Here's the part that doesn't show up on a resort's Instagram feed: the restaurants inside Three Waters and the Islander Resort are open to anyone who walks in, and in at least one case, locals get a better price than overnight guests do.

The Discount Nobody Mentions at the Gate

Kindler Wood-Fired Fare opened at Three Waters in February 2025, four months after the resort itself debuted in October 2024. It's the property's signature restaurant, built around an open hearth where the kitchen sears, grills, and chars everything from whole shrimp to dry-aged steaks in view of the dining room. You can also bring your own catch and have the kitchen turn it into a plated dinner.

None of that requires a room key. Kindler is open to nonresort guests for breakfast, brunch, and dinner, and anyone with a Monroe County ID gets 15 percent off the check. Happy hour runs Wednesday through Sunday from 5 to 6 p.m. with discounted wine, beer, and cocktails, and parking is free in the marina lot, not the hotel garage. If you want the kitchen's biggest swing of the year, the resort hosts an annual seven-course wine dinner called Helm to Hearth every April, pairing James Beard and Michelin-recognized chefs with the restaurant's wine list. Vanessa Calto, the resort's director of food and beverage, has said the menu was built to meet "the desires of both locals and the elevated guests of Three Waters Resort," which is an unusually direct thing for a resort restaurant to say out loud.

Eight More Doors at the Same Address

Kindler gets the headlines, but Three Waters actually runs nine separate dining experiences on one property, and most of them are built for someone who lives two miles away, not someone flying in from Ohio.

  • Little Limón for seafood and small plates with water views
  • Tiki Bar, which claims to be the birthplace of the original Rum Runner cocktail and has been rebuilt with a mid-century look
  • Mercado Morada for a fast breakfast of tropical fruit, yogurt, and granola
  • Islamorada Pizza Co. for whole pies or by-the-slice under a banyan tree
  • Hideaway, the poolside spot inside The Cove, the resort's adults-only section, serving lighter fare like grain salads and hummus

The Cove itself is worth knowing about even if you never book a room there. It's a separate, quieter pocket of the property with its own pool and ocean view, and Hideaway's menu leans toward the kind of food you actually want after a morning on the water rather than a heavy resort breakfast.

The Islander Rebuilt Its Kitchens Too

A few miles down the highway, the Islander Resort went through its own kitchen overhaul. Four on-site dining spots now operate under executive chef Amy Mixon, including the long-standing Beachside Bar and Grill and the newer Drift on the Beach, a beachfront restaurant that leans on flame-cooked dishes rather than fryers.

The Islander picked up Best Wedding Venue in the 2025 Keys Weekly Best of Upper Keys Awards, which says more about the grounds than the food, but it's a sign the property has been reinvesting rather than coasting. There's also a small, useful local perk buried in the resort's weekly schedule: the Monday Coastline Cleanup gives volunteers a $20 food and beverage credit for showing up and helping keep the beach clear, which is one of the more direct ways to turn an hour of volunteering into a free lunch at the property.

What Got Rebuilt, Not Just Renamed

Two other Islamorada spots reopened on ground that already had decades of history, which matters if you've lived here long enough to remember what used to stand there.

Papa Joe's Waterfront sits on the same footprint where the original restaurant operated for almost 75 years before it was demolished in 2010. The reimagined version reopened in 2024 with a 21-and-up tiki bar, a family-friendly lawn, an elegant dining room, and private oceanfront suites, plus dock access for anyone arriving by boat. It's the rare case where "new restaurant" actually means the same plot of land getting a second act rather than a first attempt.

Lido 73 is a quieter story but a good one. Tony and Isis Wright, who already run Italian Food Company locations in Islamorada, Tavernier, and Key Largo, told Keys Weekly in the fall of 2024 that they were opening a fourth spot on Plantation Key at 90451 Old Highway. The building used to be a dive shop, and rather than erase that history, the Wrights kept underwater photography by Stephen Frink on the walls. The menu splits from their other locations toward more grilled seafood and casual plates, think shrimp oreganata, Cacio e Pepe arancini, and Sicilian fish over linguine aglio-olio, with the restaurant's own dock built for guests arriving by boat.

The Old Guard Still Wins Certain Nights

None of this means the resort kitchens have replaced the places that made Islamorada's food scene what it was before any of them opened. The Lorelei, known locally as the pulse of the island, has anchored MM 82 bayside since long before Three Waters broke ground, and it's still the better call for a sunset with live music seven nights a week. The Green Turtle has been serving hearty breakfasts and comfort food since the 1940s, and a wood-fired hearth two miles away doesn't change that a diner craving pancakes at 8 a.m. is better served by a restaurant that has been doing exactly that since before the highway was four lanes.

The point isn't that new beats old. It's that Islamorada residents now have a wider bench than they think they do, and most of the new additions are hiding in plain sight behind a resort gate that looks more exclusive than it actually is.

Putting the Rotation to Use

A few practical notes if you're actually going to use any of this instead of just filing it away:

  • Kindler's quietest tables are earlier weeknight seatings and the patio. Weekend nights, holidays, and wine dinner evenings book up fast, so bring your Monroe County ID and go on a Tuesday if you want a table without a wait.
  • The Tiki Bar's happy hour crowd skews toward boaters coming off the water in the late afternoon, which makes late morning the calmer window if you want the original Rum Runner without a line.
  • Papa Joe's dock fills up on weekends. If you're coming by boat, a weekday dinner run gives you a better shot at a slip.
  • Lido 73 is worth the drive out to Plantation Key specifically because it has water access most Italian restaurants in the Keys don't, so it's a good stop if you're already out on the boat and don't want to detour home first.

Islamorada's restaurant scene didn't get bigger by accident. It got rebuilt, kitchen by kitchen, over the past two years, and most of the new additions were designed with the person who lives here in mind, not just the person visiting for a week. The gate at the resort entrance isn't a wall. It's just a driveway.

If you're the kind of neighbor who likes knowing what's actually changed on this island before it shows up in a glossy magazine spread, that's the same instinct that makes a good real estate advisor here. Islamorada Life Realty has been paying attention to this island since 2008, one dock, one dinner, and one closing at a time. Sign up for the newsletter to get the next update before it makes the rounds.

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Pierre's understanding of the foreign real estate market has made him a successful advocate for his international buyers looking for property in the United States and his Florida Keys clients looking to appeal to the international buyer.

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