Florida Keys Guidebook: The Best Things to Do, Eat & Explore

Curated local favorites, hidden gems, and unforgettable experiences.

Planning the perfect trip to the Florida Keys? This Florida Keys guidebook is your curated insider resource for the best things to do, top-rated restaurants, and unforgettable local experiences in Key Largo and Islamorada.

Whether you’re visiting for a relaxing getaway or an adventure-filled vacation, this guide highlights our favorite spots— from waterfront dining and hidden gems to snorkeling, fishing charters, and sandbar days. Everything here is hand-selected to help you experience the Keys like a local.

Our Favorite Florida Keys Experiences

Best Sandbars in Upper Keys

Crystal-clear water, floating tiki bars, and the ultimate Florida Keys day on the water.

Best Waterfront Restaurants

Fresh seafood, ocean views, and unforgettable sunsets at the Keys’ best restaurants on the water.

Best Snorkeling Spots

Explore hidden islands, snorkel reefs, and discover the best spots either on your own or with a captain.

Best Private Chefs

Bring the fun to your vacation home with a private chef experience. Customize your menu with the best culinary artists in the Florida Keys.

Best Sunset Spots

No vacation would be complete without experiencing a Florida Keys sunset. These spots are guest favorites!

Best Fishing Charters

Head offshore with experienced captains and reel in your catch in some of the best fishing waters in the world.

Best Kayaking & Paddleboarding

Paddle through calm, crystal-clear mangrove trails, spot wildlife, and experience a quieter side of the Florida Keys.

Rainy Day Activities

Check out these fun activities, whether planning for a rainy day or just to escape the heat. This guide gives you fun for the whole family!

Best Happy Hours

Live Music, Drink and Food Specials and more! Explore our list of the best Happy Hours in the Upper Keys and experience beautiful sunsets & live music .

Florida Keys Guidebook: The Best Local Experiences, Dining & Hidden Gems

The Florida Keys are known for their laidback luxury, crystal-clear waters, and endless outdoor adventures. From sunrise boat rides to sunset cocktails by the water, there’s something here for every type of traveler.

Spend the day exploring the famous sandbars, where shallow turquoise water stretches for miles, or visit local parks like John Pennekamp Coral Reef State Park for kayaking, snorkeling, and glass-bottom boat tours. If you prefer a more relaxed pace, enjoy a scenic drive down the Overseas Highway or unwind poolside at your vacation rental.

For families, couples, or groups, the Keys offer a perfect mix of adventure and relaxation—all surrounded by stunning ocean views.

This guidebook covers the best experiences in Key Largo and Islamorada, including boating, dining, and unforgettable days on the water. Whether you’re looking to book for a long weekend or a holiday getaway, you’ll find everything you need right here.

⭐Your Keys Vacation Concierge! ⭐Book all of your experiences for your vacation in one place.

Planning your Florida Keys vacation is all about finding the perfect balance of relaxation and adventure. From the calm, crystal-clear waters of Key Largo to the vibrant dining and boating scene in Islamorada, the Upper Keys offer something for every type of traveler.

Whether you’re spending your days at the sandbar, heading offshore for a fishing charter, or enjoying sunset waterfront dining, this Florida Keys guidebook highlights the experiences that make this destination truly unforgettable. Guests staying at our vacation rentals have easy access to some of the best things to do in the Florida Keys, all within a short drive or boat ride.

If you’re visiting for the first time or returning for another stay, this curated guide will help you make the most of your time in Key Largo and the surrounding areas. From quiet mornings on the water to lively evenings by the bay, the Florida Keys deliver a unique blend of laid-back luxury and natural beauty.

Florida Keys Guidebook