The Ultimate Florida Keys Travel Guide (+ A Detailed Map in 2025)

The Ultimate Florida Keys Travel Guide (+ A Detailed Map of the Best Spots)

How do you plan a trip to the famous Florida Keys? With its sparkling turquoise waters, mouthwatering seafood, and endless activities, here’s planning your perfect trip to The Ultimate Florida Keys Travel Guide, which should be at the top of your U.S. travel bucket list.

The Florida Keys hold a special place in our hearts. As someone who hails from Islamorada (part of the Upper Keys), we’ve had the privilege of experiencing the best the Keys have to offer.

From scenic drives along the Overseas Highway to indulging in fresh seafood at waterfront restaurants, the Keys are packed with memories waiting to be made.

Stretching from Key Largo to Key West, this tropical paradise is brimming with incredible hotels, restaurants, and adventures.

In this guide, we’ll share everything you need to know to plan your dream trip to the Keys, including the best times to visit Florida, must-see spots, top dining options, and unique activities for every major island.

And here’s the best part: we’ve compiled all the highlights of the Florida Keys map! Keep reading to discover all the insider tips and tools you need to craft the perfect getaway to this sun-soaked destination.

The Ultimate Florida Keys Travel Guide (+ A Detailed Map )

Complete Florida Keys Map

Did you know the Florida Keys stretch across more than 200 islands? This tropical paradise isn’t just about Key West.

It’s a mosaic of unique destinations, each with charm and character. While not all the islands are inhabited, those that are offer endless opportunities for exploration, relaxation, and adventure.

To simplify your journey, we divide the Keys into three central regions: the Upper Keys, the Middle Keys, and the Lower Keys. This travel guide provides a mini breakdown of each area, highlighting the best places to stay, dine, and explore. From diving havens to serene wildlife refuges, there’s something for everyone.

We’ve also curated a detailed Google map of the Florida Keys with top recommendations, including must-visit restaurants, cozy accommodations, quirky shops, breweries, and more. 

Whether you’re road-tripping along the Overseas Highway or relaxing at a beachside resort, this map is your ultimate companion for discovering the hidden gems of the Keys. Don’t forget to save it before you go; it’s like having a local guide at your fingertips.

How to Get to the Florida Keys

Now that you’ve decided on the perfect time for your Florida Keys adventure let’s talk logistics. How you get to the Keys depends on factors like your budget, timeframe, and starting point. Whether you’re driving, flying, or mixing both, there’s a way to make your journey smooth and enjoyable.

Flying to the Florida Keys

Flying Directly into Key West

Key West International Airport (EYW) is the most convenient option for those heading straight to Key West. Direct flights are available from several U.S. cities, such as New York, Tampa, Asheville, and Indianapolis.

The airport’s location in New Town means you’re just 10 minutes from Old Town’s main attractions. While this option is ideal for a streamlined arrival, consider that flights into Key West can be pricey due to limited routes.

Flying into Miami or Fort Lauderdale

If you plan to explore more of the Keys than just Key West, consider flying into Miami International Airport (MIA) or Fort Lauderdale-Hollywood International Airport (FLL).

These airports offer more flight options and often better prices than Key West. From there, you can rent a car and embark on the scenic drive down the Overseas Highway.

Driving from Miami to Key West takes less than four hours, but it is worth stretching the journey with stops at iconic spots along the way.

If your itinerary allows, booking one-way flights into Miami or Fort Lauderdale and out of Key West is a great way to see most of the Keys while minimizing repetitive driving.

Renting a Car in the Florida Keys

To fully explore the Florida Keys and make the most of your adventure, renting a car is essential. With multiple islands to visit, having your own vehicle allows you to travel at your own pace and uncover the hidden gems each Key has to offer.

You can conveniently pick up a rental car at Miami International Airport, Fort Lauderdale Hollywood International Airport, or Key West International Airport.

For the best deals, check out RentalCars.com. This platform lets you compare prices across major car rental companies, ensuring you get the best value for your trip.

Plus, their user-friendly cancellation policy offers free cancellations up to 48 hours before your reservation, giving you peace of mind. They even offer a price-match guarantee, so you know you always get the best rate.

Given the length of the Overseas Highway (over 300 miles round trip), I recommend choosing a car with excellent fuel efficiency. Not only will this save you money at the pump, but it’s also a smart choice considering fluctuating gas prices.

Whether you’re cruising from Key Largo to Key West or stopping to admire the scenery along the way, a reliable, fuel-efficient car will make your journey stress-free and enjoyable.

Florida Keys by Boat

While air and road travel are popular options, exploring the Florida Keys by sea is an equally enticing adventure! Many South Floridians enjoy cruising down to the Keys in their own boats, relishing the freedom and beauty of the open water.

However, a cruise is a fantastic alternative if you’re visiting from out of state or have no boat access.

Several major cruise lines include Key West as a stop on their Western or Eastern Caribbean itineraries. Whether you embark from New Orleans, Galveston, Mobile, or ports within Florida, cruising offers a unique way to experience the Keys.

It combines the charm of maritime travel with the opportunity to explore one of the Caribbean’s most iconic destinations.

Best Time to Visit the Florida Keys

One of the most incredible things about the Florida Keys is that there’s no “wrong” time to visit. Thanks to its year-round warm weather, the Keys are a beloved destination for travelers from all over.

However, depending on the time of year, your experience can vary. From bustling festivals to quiet retreats, each season offers its own unique vibe. Here’s what to expect in every season to help you plan the perfect trip!

What is the best month to visit the Florida Keys?

Pro tips: December to March is also an excellent time to visit the Florida Keys, especially if you want to escape colder weather elsewhere. During these months, the weather is mild and sunny, with average daytime temperatures ranging from 70°F to 80°F (21°C to 27°C). Minimal rainfall makes it ideal for outdoor activities like snorkeling, diving, and exploring the islands.

Winter

Winter in the Keys is the peak season for a reason. Snowbirds flock to escape the harsh cold of the north, making it a lively time with bustling restaurants and higher hotel prices. November tends to be less crowded, but the holiday spirit takes over as December rolls in, especially in Key West, with festive events like Christmas parades and New Year’s celebrations.

Although cold fronts are possible, temperatures rarely dip below 55°F. The ocean might be a touch cooler, but snorkeling and diving remain popular, and wetsuits are available.

Expect vibrant energy, plenty of events, and slightly inflated costs during the winter months, but also some of the best weather you’ll find in the Keys.

Spring

Spring is a personal favorite when visiting the Florida Keys. By late February, the winter crowds start to thin out, leaving behind mild temperatures and clearer skies. March through May brings highs in the 70s to low 80s and little rainfall, making it ideal for outdoor adventures.

This is also a prime time for snorkeling and scuba diving, as the warming ocean waters invite marine life closer to shore. One consideration, however, is spring break. If tranquility is what you’re after, avoid popular spots like Key West in March or early April. Otherwise, this season is perfect for blue skies, warm beaches, and thrilling water activities.

Summer

Summer in the Keys means hotter temperatures and fewer tourists. While afternoons can get steamy with highs in the upper 80s to 90s, this season offers a more relaxed vibe and lower hotel rates. Daily rain showers are typical but brief, refreshing the tropical landscape.

Mosquitos can appear, so bring repellent if you plan on venturing outdoors at dusk. Despite the heat, summer brings exciting events, like the July lobster mini-season, attracting seafood enthusiasts across Florida. Summer is an affordable and vibrant time for those unfazed by tropical temperatures to explore.

Fall

Fall is a hidden gem in the Florida Keys. Crowds are at their lowest, and you’ll find great deals on accommodations and activities. Temperatures remain warm, with highs in the mid-80s, but hurricane season (June through November) is something to keep in mind. It’s wise to monitor the weather and purchase travel insurance during this time.

September and October are especially tranquil, offering peaceful beaches and easy access to attractions. Fall festivals like Fantasy Fest in Key West add a quirky charm to the season and showcase the island’s vibrant culture.

Which Season is Right for You?

  • For Perfect Weather: Visit in late winter or spring.
  • For Quiet Escapes: Aim for fall.
  • For Budget-Friendly Travel: Try summer.
  • For Festive Energy: Winter holidays are unbeatable.

Where to Stay in the Florida Keys

Finding the perfect place to stay in the Florida Keys is an exciting part of planning your trip. Each area offers a variety of accommodations to suit different budgets and travel styles.

Beyond hotels, the Keys boast unique options like vacation rentals and even houseboats, ensuring every traveler finds a spot that feels just right.

Vacation rentals are popular in the Keys, with platforms like VRBO and Airbnb offering everything from cozy cottages to spacious waterfront homes.

However, keep in mind that some areas have regulations requiring a minimum 28-day stay, so availability for shorter visits may be limited depending on the location.

For a truly unique experience, why not stay on the water? Renting a sailboat or houseboat can add a touch of adventure and exclusivity to your Florida Keys getaway.

If hotels are more your style, you’re in luck! The Keys are brimming with options ranging from quaint seaside motels to opulent luxury resorts.

In the sections below, we’ll highlight top hotel recommendations across the Upper, Middle, and Lower Keys, catering to all budgets and preferences.

The Upper Keys

The Upper Keys are home to two main towns, Key Largo and Islamorada, both offering unique experiences and attractions. As the first stop on your southbound journey through the Keys, Key Largo welcomes visitors with its vibrant marine life and incredible snorkeling spots.

A little further down the road, Islamorada greets you with its laid-back charm and reputation as the Sportfishing Capital of the World.

What makes the Upper Keys especially popular is their proximity to mainland Florida. A quick hour-long drive from Miami will take you to Key Largo, making it an ideal getaway for Floridians and road-trippers alike.

The easy access and the area’s natural beauty make the Upper Keys a favorite for weekend escapes.

Water enthusiasts flock to the Upper Keys for their world-class snorkeling and scuba diving. The Florida Keys National Marine Sanctuary is a treasure trove of underwater wonders, from colorful coral reefs to diverse marine species.

Boaters and divers will find themselves spoiled for choice with the pristine waters and excellent facilities. Don’t miss exploring the region’s snorkeling hotspots.

What Makes the Upper Keys So Special?

The Upper Keys are a treasure trove of activities and attractions. From stunning natural sites to charming local spots, there’s always something to enjoy.

Whether you’re diving into the vibrant marine world of Key Largo or soaking up the cultural vibes in Islamorada, the Upper Keys offer an unforgettable experience.

For a more comprehensive guide, check out our Free Things to Do in Key Largo and Things to Do in Islamorada.

  1. John Pennekamp Coral Reef State Park (the first undersea park in the United States!)
  2. Sunset cruise in Key Largo
  3. Snorkeling at Alligator Reef Lighthouse
  4. Islamorada Brewery and Distillery
  5. Dolphins Plus Encounter
  6. Sports Fishing Charter
  7. Feed The Tarpon At Robbie’s
  8. Kayaking In The Bay
  9. Have a Rum Runner at the Tiki Bar

Where Should I Stay in the Upper Keys?

When it comes to accommodations, the Upper Keys offer a diverse range of options to suit every budget and style, making it the perfect region to set up your base. Here’s a breakdown of our top picks:

  • For Budget Travelers: If you’re looking for charming yet affordable options, Drop Anchor Resort and La Jolla Resort are fantastic choices. These quaint properties offer cozy accommodations with easy access to all the activities and attractions in the Upper Keys.
  • For Families or Moderate Budgets: Families and travelers looking for mid-range options will fall in love with Islander Resort and Three Waters Resort. These resorts have amenities like pools and on-site activities, making them ideal for a relaxing and fun-filled stay.
  • For a Luxurious Getaway: For those ready to splurge, the Upper Keys boast stunning luxury properties like The Caribbean Resort and Playa Largo Resort. The Caribbean Resort, with its intimate and elegant setting, holds a special place in my heart as it’s where we celebrated our wedding. Playa Largo Resort, on the other hand, is a bayside retreat offering a spa, pool, and breathtaking views, perfect for unwinding in style.

Whether you’re traveling on a budget or treating yourself to a luxurious vacation, the Upper Keys have accommodations that will make your trip truly unforgettable.

Where Should I Eat in the Upper Keys?

The Upper Keys are a haven for foodies, with restaurants highlighting the region’s incredible seafood and local charm.

Islamorada, often referred to as the Sportfishing Capital of the World, offers some of the freshest seafood you’ll ever taste.

From casual beachside joints to fine dining experiences, there’s something for every palate.

Did you know that two restaurants in Islamorada have been featured on Diners, Drive-Ins, and Dives?

That’s right, this area is a culinary hotspot! For a deeper dive into the best places to eat, check out my detailed guides:

The Best Restaurants in Islamorada and The Top Key Largo Restaurants. These resources are packed with must-visit spots, insider tips, and dishes you simply can’t miss.

  1. Robbie’s Of Islamorada
  2. Lorelei Restaurant & Cabana Bar (Islamorada)
  3. Morada Bay Beach Cafe & Bar (Islamorada)
  4. Islamorada Shrimp Shack
  5. Snook’s Bayside Restaurant (Key Largo)
  6. Snappers Oceanfront Restaurant (Key Largo)

The Middle Keys

Further south and with a quieter charm than the Upper Keys, the Middle Keys offer a laid-back atmosphere and plenty of outdoor activities. Marathon is the centerpiece of this region, encompassing a collection of smaller islands and serving as a hub of family-friendly adventures.

This area is also home to Duck Key, renowned for Hawks Cay Resort, a luxurious retreat known for its world-class amenities.

What to Do in the Middle Keys

The Middle Keys are a playground for outdoor enthusiasts and families alike. Young children will love the interactive experiences at places like the Dolphin Research Center, while nature lovers can explore lush trails and pristine beaches.

For those fascinated by engineering marvels, the Middle Keys feature the iconic Seven Mile Bridge, one of the longest bridges in the world and a testament to human ingenuity. Whether you want to relax or explore, the Middle Keys perfectly balance excitement and tranquility.

  1. The Turtle Hospital
  2. Dolphin Research Center
  3. Sombrero Beach & Reef
  4. Bahia Honda State Park
  5. Seven Mile Bridge
  6. Pigeon Key
  7. Crane Point Nature Center

Where Should I Stay in the Middle Keys?

The Middle Keys offer an array of accommodations suited to different tastes and budgets, though the selection might not be as extensive as the Upper Keys.

However, what’s available here provides plenty of charm and comfort, ensuring a memorable stay.

For Budget Seekers: Rainbow Bend Resort is a fantastic, affordable, yet cozy option.

Known for its laid-back atmosphere and quaint charm, it’s an ideal spot for travelers watching their wallets but still seeking a delightful Keys experience.

For Mid-Range Comforts: If you’re ready to indulge in a bit more luxury without breaking the bank, consider Isla Bella Beach Resort or Faro Blanco Resort.

Both offer serene settings, well-appointed accommodations, and convenient access to local attractions.

These properties strike a perfect balance between style and substance.

For Luxury Enthusiasts: Hawks Cay Resort is the undisputed star of the Middle Keys. Perched on Duck Key, this resort is a self-contained paradise.

Guests can enjoy a private lagoon, encounter dolphins at the on-site sanctuary, and savor upscale amenities designed to elevate any vacation.

Whether it’s a romantic escape or a family adventure, Hawks Cay delivers excellence on all fronts.

Where Should I Eat in the Middle Keys?

While the Upper and Lower Keys may steal the culinary spotlight, the Middle Keys are home to a few hidden gems worth visiting. From fresh seafood to family-friendly eateries, here are some fantastic dining options to explore in the heart of the Keys.

  • Keys Fisheries (Marathon)
  • Lazy Days South (Marathon)
  • Island Fish Company (Marathon)
  • Hideaway Cafe (Grassy Key):

Whether you’re craving a quick bite or a leisurely meal, the Middle Keys satisfy every palate.

The Lower Keys

Let’s not forget the Lower Keys, home to some of the region’s most unique and adventurous experiences. At the heart of this area is Key West, a vibrant island brimming with attractions for all ages.

Whether you’re drawn to its rare beaches, buzzing nightlife, fascinating museums, or charming gardens, Key West enchants every traveler.

Known for its lively vibe, Key West attracts families, spring breakers, and snowbirds alike. It’s easily accessible by cruise ship, flight, or car, making it a hub for visitors from all over.

Be sure to revisit the travel tips earlier in this guide to streamline your arrival.

Beyond Key West, the Lower Keys also include hidden gems like Big Pine Key and No Name Key. These islands offer an off-the-beaten-path feel that’s perfect for those seeking tranquility.

For an extraordinary adventure, visit Dry Tortugas National Park. Situated about 70 miles west of Key West, this remote archipelago promises unspoiled beauty, historic exploration at Fort Jefferson, and some of the best snorkeling in the area.

What Are Things to Do in the Lower Keys?

While many associate Key West with its lively bar scene, there’s much more to explore! From historical landmarks to unique cultural experiences, the Lower Keys offer a variety of activities for every type of traveler. You’ll find plenty of options whether you’re looking for adventure or relaxation.

  1. Duval Bar Crawl
  2. Mallory Square (free)
  3. Sunset Cruise 
  4. Southernmost Point Buoy (free)
  5. No Name Pub
  6. Key Deer Refuge
  7. Dry Tortugas National Park 
  8. Sunset Key (free)
  9. Ernest Hemingway Home
  10. Snorkel Tour
  11. Dolphin Watching Tour
  12. Jet Ski Tour

Where Should I Stay in the Lower Keys?

The Lower Keys offer an impressive array of accommodations to suit every traveler’s style and budget; for those who want to stay in the heart of Key West, Old Town is the place to be.

This area is packed with charming bed-and-breakfasts and vacation rentals, and you can walk to iconic sites and attractions.

If you’re seeking a luxurious escape, properties like Ocean Key Resort and the Mansion on the Sea provide top-tier amenities and stunning views. For an unparalleled beachfront experience, Casa Marina Resort stands out as an exquisite option.

Travelers looking for more affordable yet comfortable accommodations shouldn’t overlook New Town. Hotels like the Hilton Garden Inn and Margaritaville Beach House offer modern amenities and are often more budget-friendly than their Old Town counterparts.

Many New Town hotels also provide free shuttles to Old Town, allowing visitors to easily access the area’s vibrant energy while keeping costs in check.

No matter where you choose to stay, the Lower Keys promise comfort, convenience, and proximity to unforgettable experiences.

Where Should I Eat in the Lower Keys?

The Lower Keys are a food lover’s paradise, offering a variety of culinary gems that capture the spirit of island living.

If you’re starting your day, head to the iconic Blue Heaven for breakfast or brunch. Known for its quirky atmosphere and decadent dishes, this spot serves up an unforgettable slice of Key lime pie that’s not to be missed.

For a truly memorable dining experience, book a table at Latitudes, a luxurious restaurant on Sunset Key. The gourmet cuisine and stunning ocean views make it the perfect place for a special occasion.

Other must-visit eateries include Hot Tin Roof, known for its creative seafood dishes, Santiago’s Bodega for tapas-style dining, and the charming Blackfin Bistro for a mix of fresh, local flavors. No matter where you dine, the Lower Keys promise to delight your taste buds.

Packing Essentials for the Florida Keys

Packing for a trip to the Florida Keys is refreshingly simple; no bulky winter coats or heavy boots are required here! With its warm climate year-round, your wardrobe can focus on comfort and breezy island vibes.

Think lightweight shorts, T-shirts, sundresses, and flip-flops, your ticket to that laid-back Keys lifestyle.

Regardless of the season, a few must-haves will make your visit to the Keys even more enjoyable.

Sunscreen is non-negotiable to protect against the tropical sun, and a wide-brimmed hat and sunglasses are lifesavers for all-day outdoor adventures.

Remember to pack water shoes for exploring rocky shores and coral reefs and a reusable water bottle to stay hydrated.

Whether it’s summer or winter, the Florida Keys’ casual charm means you can pack light and enjoy the carefree spirit of island life.

Just remember to bring your sense of adventure and a camera to capture the unforgettable memories you’re about to make.

Best Activities in the Florida Keys

The Florida Keys are a playground for outdoor enthusiasts. Snorkeling and diving are top activities, and spots like Molasses Reef and Looe Key offer stunning underwater views.

Kayaking and paddleboarding through mangrove forests provide unique ways to explore the islands’ natural beauty.

Fishing is another major draw, with deep-sea charters available for targeting species like sailfish and grouper. If relaxation is your goal, the Keys offer some of the best beaches in Florida.

Bahia Honda State Park and Smathers Beach in Key West are perfect for lounging by the water.

Iconic Attractions to Visit

The Florida Keys are a treasure trove of history, culture, and natural beauty, offering something unique for every traveler.

Ernest Hemingway Home and Museum: Located in Key West, this historic home is more than a literary landmark. Its charming six-toed cats and stories of Hemingway’s island adventures make it a captivating stop for visitors.

Dry Tortugas National Park: This remote gem, accessible only by ferry or seaplane, combines history and nature in one unforgettable destination. Explore Fort Jefferson, snorkel pristine coral reefs, and bask in the tranquility of this island oasis.

Seven Mile Bridge: As you drive across this engineering marvel, you’ll be treated to some of the most iconic views in the Keys. It’s a favorite spot for photographers and a symbol of the seamless connection between the islands.

Bahia Honda State Park: Famous for its turquoise waters and sandy beaches, it is a haven for sun-seekers and swimmers. Its unspoiled beauty makes it one of the most beloved natural attractions in the Keys.

Where to Eat and Drink in the Florida Keys

Seafood enthusiasts will revel in the flavors of the Keys. Conch fritters, stone crab claws, and Key lime pie are staples you can’t miss. Snook’s Bayside in Key Largo and Louie’s Backyard in Key West offer unbeatable views and fresh, local cuisine for waterfront dining.

Thirsty? Stop by Islamorada Brewery & Distillery for craft beer and rum, or head to Papa’s Pilar Distillery in Key West for Hemingway-inspired libations.

Activities for Every Adventurer

The Florida Keys are an outdoor enthusiast’s dream. Dive into Molasses Reef or paddle through mangrove-lined waterways. Anglers will love the deep-sea fishing opportunities, while beachgoers can relax at Bahia Honda’s serene shores. Whatever your passion, the Keys provide endless ways to connect with nature.

Insider Tips for a Smooth Florida Keys Vacation

Timing is everything. The best weather occurs from December to May, but visiting during the shoulder seasons can mean fewer crowds. Pack wisely think sunscreen, hats, and snorkeling gear. Always stay safe during water activities by checking weather conditions and following local guidelines.

Final Thoughts

As you can see, the Florida Keys are a unique blend of adventure, relaxation, and unforgettable experiences on these famous islands, making you a dream destination for every traveler.

Whether you’re reeling in your first catch in Islamorada, pitching a tent beneath the starry skies of Bahia Honda State Park, or dancing the night away in the vibrant streets of Key West, this island chain promises memories that will last a lifetime.

There is something for everyone in the Keys. So pack your bags, and this post will help you follow this guide and prepare for the trip of a lifetime. Key West Paradise is waiting for you!