7-Day Itinerary in Key West, FL

7-Day Itinerary in Key West, FL

Located at longitude 24.5551° N and latitude 81.7800° W, at the southernmost tip of the continental United States, Key West, Florida offers a tropical paradise for visitors. With its rich history, vibrant culture, and stunning natural beauty, Key West is an ideal destination for a 7-day vacation. From exploring the island’s historic sites to enjoying water activities and experiencing the unique atmosphere of Key West, this itinerary will help you make the most of your time in this enchanting city.

Key Takeaways:

  • Discover the top attractions and activities in Key West.
  • Immerse yourself in the vibrant culture and history of the city.
  • Experience the natural beauty of the Florida Keys through water activities.
  • Make the most of your 7-day vacation by following this itinerary.
  • Key West offers a unique and unforgettable travel experience.

Day 1 – Get Out & Explore

On your first day in Key West, immerse yourself in the vibrant atmosphere of the city and discover its top attractions and activities. Start your day by embarking on an exciting Old Town Trolley Tour, which offers a comprehensive overview of Key West’s key landmarks and hidden gems.

The Old Town Trolley Tour consists of 13 stops along its route, allowing you to hop on and off at any point to explore at your own pace. From the iconic Southernmost Point Buoy to the fascinating Ernest Hemingway Home and Museum, this tour covers all the must-see sights in Key West. It’s the ideal way to familiarize yourself with the city and get a sense of its history and culture.

After the tour, make your way to Mallory Square, the heart of Key West. Here, you’ll witness breathtaking sunset views that Key West is famous for. Join the locals and visitors as they gather to celebrate the spectacular sunset with street performers, live music, and a festive atmosphere. Enjoy the lively energy of Mallory Square and make sure to explore the multitude of shops and restaurants in the area.

Top Attractions and Activities on Day 1:

  1. Old Town Trolley Tour – Hop on and off to explore Key West’s landmarks at your own pace.
  2. Mallory Square – Experience the vibrant atmosphere and stunning sunset views.
  3. Ernest Hemingway Home and Museum – Dive into the literary history of Key West.
  4. Southernmost Point Buoy – Capture an iconic photo at the southernmost point of the continental United States.
  5. Duval Street – Discover the lively nightlife and charming shops and galleries.

Make the most of your first day in Key West by exploring the city’s top attractions and immersing yourself in its unique culture. Stay tuned for the upcoming sections of our guide to discover more exciting things to do and see in Key West!

Day 2 – The Dry Tortugas

On day 2, I highly recommend embarking on an adventure to the Dry Tortugas National Park. This remote island is located 70 miles west of Key West and offers a truly breathtaking experience. To get there, hop aboard the Yankee Freedom III, a high-speed catamaran that will take you on a scenic journey through crystal-clear waters.

Upon arrival, you’ll be greeted by the park’s pristine beaches and abundant marine life. The Dry Tortugas National Park is renowned for its vibrant coral reefs, making it a paradise for snorkelers and divers. Grab your snorkeling gear and explore the underwater world alongside tropical fish and colorful corals.

Highlights Key West Attractions Key West Activities
1 Historic Fort Jefferson Snorkeling at vibrant coral reefs
2 Pristine beaches Exploring marine life

Don’t forget to bring your sunscreen and camera to capture the unforgettable moments in this natural paradise. Spend your day exploring the historic Fort Jefferson, an imposing fortress that offers fascinating insights into the island’s history. Take a leisurely stroll along the pristine beaches, feel the warm sand between your toes, and enjoy the serenity of this secluded oasis.

As you immerse yourself in the tranquility of the Dry Tortugas, take a moment to appreciate the untouched beauty that surrounds you. It’s a perfect escape from the bustling city and a chance to reconnect with nature.

The Dry Tortugas is truly a gem that shouldn’t be missed during your Key West vacation. Plan your itinerary accordingly and make the most of your time in this extraordinary destination.

Days 3-4 – Must-See Museums & Sights

Spend days 3 and 4 exploring the must-see museums and sights in Key West. Immerse yourself in the rich history and culture of this vibrant city by visiting the following attractions:

1. Truman Little White House

Step into history at the Truman Little White House, the former winter White House of President Harry S. Truman. Located in the heart of Old Town Key West, this historic landmark offers a fascinating glimpse into the political and social significance of the house during Truman’s presidency. Explore the rooms where world leaders once gathered and learn about the events that shaped America’s history.

2. Key West Aquarium

Dive into the underwater world at the Key West Aquarium. Get up close and personal with a variety of marine creatures, including sharks, sea turtles, and tropical fish. Learn about the diverse ecosystems of the Florida Keys and the importance of conservation through captivating exhibits and interactive experiences. Don’t miss the daily shark and turtle feedings for an unforgettable aquatic adventure.

3. Sails to Rails Museum at Flagler Station

Discover Key West’s fascinating history at the Sails to Rails Museum, located at the historic Flagler Station. Explore exhibits that showcase the transformation of Key West from a remote island to a bustling railway town, thanks to the efforts of Henry Flagler and the Florida East Coast Railway. Learn about the challenges faced during the construction of the Overseas Railway and the impact it had on the development of Key West.

4. Key West Shipwreck & Treasure Museum

Uncover the secrets of Key West’s maritime past at the Key West Shipwreck & Treasure Museum. Immerse yourself in the world of shipwreck salvaging and the treasure hunting era that put Key West on the map. Learn about the treacherous journeys of early explorers and the tales of hidden treasures. Take a guided tour and witness live actors reenacting the dramatic stories that make this museum a truly unique experience.

With these captivating museums and sights, your visit to Key West will be filled with history, culture, and unforgettable experiences.

Days 6-7 – Key West Water Activities

As my Key West vacation enters its final days, I can’t resist indulging in the thrilling water activities that this island paradise has to offer. I’ve booked an adventurous experience with Fury Water Adventures, where I’ll have the chance to go parasailing, jet skiing, and snorkeling in the crystal-clear waters of Key West. The highlight of their offerings is the floating water park, an exciting playground filled with inflatable obstacles and slides. It’s the perfect way to make memories and splash around with friends and family.

When it’s time to relax and soak up the sun, I head to Smathers Beach, the largest beach in Key West. As I spread out my towel on the soft sand, I can’t help but feel a sense of tranquility wash over me. With the turquoise waters stretching out before me, I take a refreshing dip and let the gentle waves lull me into a state of bliss.

No visit to Key West would be complete without witnessing a breathtaking sunset from Mallory Square. The vibrant atmosphere and street performers provide the perfect backdrop as I marvel at the golden hues painting the sky. It’s a quintessential Key West experience that never fails to leave me in awe.

After a day of water adventures and sunset gazing, it’s time to explore the vibrant nightlife of Key West. I make my way to Duval Street, a lively hub of activity that offers an array of bars, restaurants, and live entertainment. Whether I’m looking for a lively dance club or a cozy live music venue, Duval Street has it all. With each step, the energetic vibe of the street fuels my excitement, and I can’t help but get caught up in the contagious energy of the Key West night.


What is the best time to visit Key West?

The best time to visit Key West is during the winter months from December to April when the weather is mild and pleasant.

How do I get to Key West?

Key West can be reached by flying into Key West International Airport or by driving across the Overseas Highway from Miami.

Are there any good beaches in Key West?

Yes, Key West has several beautiful beaches, including Smathers Beach, Higgs Beach, and Fort Zachary Taylor Beach.

Can I swim with dolphins in Key West?

Yes, there are several tour operators in Key West that offer dolphin encounter experiences where you can swim and interact with dolphins in their natural habitat.

What are some popular seafood restaurants in Key West?

Some popular seafood restaurants in Key West include Half Shell Raw Bar, Conch Republic Seafood Company, and Blue Heaven.

Is Key West a safe place to visit?

Key West is generally a safe destination for visitors. However, it’s always important to take common-sense precautions and be aware of your surroundings.

Are there any water sports activities available in Key West?

Yes, Key West offers a wide range of water sports activities, including snorkeling, diving, paddleboarding, and jet skiing.

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