Exploring Key West: A Guide to the Perfect Family Getaway

Our family recently, back in February, went on an unforgettable adventure exploring Key West. We were excited for out trip as it is a tropical paradise nestled at the southernmost point of the United States. After enduring the chilly February temperatures in Connecticut, we were ready for a warm, sunny escape, and Key West promised just that. Known for its stunning weather, vibrant nightlife, and easy accessibility, it was the perfect destination for our and possibly your family getaway. Key West, with its blend of American familiarity and tropical allure, offered an ideal balance for our winter escape. We couldn’t wait to explore the island’s historic sights and lively cultural scene. Whether you’re planning your own winter getaway or simply dreaming of warm, sun-drenched days, our story is sure to inspire your next adventure.

 The Perfect Key West Family Guide

How to Get There

Getting to Key West was an adventure in itself. We flew a direct flight into Miami International Airport (MIA) and rented a van for the drive. However, this option wasn’t ideal due to heavy traffic, making the drive almost 4-5 hours long. Another option is to take a connecting flight from Miami to Key West, which takes only about 20 minutes. 

Where to Stay

Our family stayed at the Lighthouse Inn, a charming boutique hotel right in the heart of downtown Key West. We absolutely loved this spot because it was so charming and convenient. Being in the middle of all the downtown action, we were able to immerse ourselves in the vibrant atmosphere of Key West. The hotel’s quaint, intimate setting made it feel more like an Airbnb, yet we each had our own rooms. This was perfect because we are all older. The pool was a great addition, providing a refreshing escape from the heat after a day of exploring. The Lighthouse Inn truly offered the best of both worlds – the comfort and privacy of separate rooms with the cozy, communal feel of a smaller property.

exploring Key West

Another fantastic option for families is the Casa Marina Key West, A Waldorf Astoria Resort. This historic hotel is located right on the beach. Plus, it has a luxurious yet family-friendly experience. With spacious rooms and suites, multiple pools, and direct beach access, it’s perfect for families looking to relax and enjoy the sun. The resort also provides various activities such as water sports, bike rentals, and a kids’ club, ensuring that everyone in the family has something fun to do.

exploring Key West

Photos Taken from Their Website

Photos Taken from Their Website

For families seeking a tropical oasis, Parrot Key Hotel & Villas is an excellent choice. This is a resort offering large, beautifully decorated rooms and multi-bedroom villas. The multi-bedroom villas make it ideal for all family sizes. Surrounded by lush gardens and featuring four outdoor pools, Parrot Key provides a serene feel. Also, the hotel offers a variety of family-friendly activities, including kayaking, paddleboarding, and bicycle rentals. Its convenient location allows for easy access to Key West’s attractions.

exploring Key West

Photos Taken from Their Website

Photos Taken from Their Website

Things to Do

Visit the Ernest Hemingway Home and Museum

Explore the former residence of the famous author, complete with beautiful gardens and the descendants of Hemingway’s six-toed cats. The guided tours offer fascinating insights into his life and work.

Go on a Catamaran Cruise during sunset

Another unforgettable highlight of our Key West trip was the sunset catamaran cruise. As the sun began to dip below the horizon, we boarded the catamaran and set sail on the tranquil waters. The experience was nothing short of magical. Plus, we go to see dolphins on our journey.

exploring Key West
Relax at Fort Zachary Taylor Historic State Park

Enjoy one of the best beaches in Key West, perfect for swimming, snorkeling, and picnicking. The historic fort also offers a glimpse into the island’s past.

Experience the Sunset Celebration at Mallory Square

Every evening, locals and visitors gather to watch the breathtaking sunset. The square comes alive with street performers, food vendors, and local artisans.

Explore Duval Street

Stroll down this lively street packed with shops, bars, and restaurants. It’s the heart of Key West’s nightlife and a great place to soak in the local atmosphere.

exploring Key West
Explore the Key West Lighthouse

Climb to the top of the lighthouse for stunning views of the island. The museum provides historical context and showcases the life of the lighthouse keepers.

exploring Key West
Snorkel or Dive at the Florida Reef

Explore the only living coral barrier reef in the continental United States. Various tours offer snorkeling and diving excursions to see vibrant marine life up close.

Go Jet Skiing 

One of the highlights of our trip to Key West was going jet skiing with Sunset Watersports. We rented a half-day tour and it was an absolute blast. The experience was exhilarating as we zipped across the crystal-clear waters, feeling the thrill of the wind and waves. We got to explore the surrounding ocean, discovering hidden coves and enjoying the stunning coastal views. It was a perfect mix of adventure and relaxation, making it a memorable part of our Key West adventure.

exploring Key West
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Overall, we had an incredible time in Key West; although the weather was beautiful, it wasn’t anything too special, so we’re unsure if we’d visit in February again. If you and your family are planning a trip and need assistance, please visit my travel agency page and send over your contact information so I can help get your next family vacation booked on the calendar.

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