A Large Family’s Guide to Key West and the Florida Keys
Traveling with a big family can feel like herding cats—add in sandy beaches, endless sunshine, and turquoise waters, and suddenly, it’s the most rewarding chaos you’ve ever embraced. The Florida Keys, stretching like a necklace of tropical jewels between the Atlantic Ocean and the Gulf of Mexico, is the perfect destination for creating family memories that’ll be talked about long after the suitcases are unpacked.
Here’s a guide to making the most of your adventure with a large crew, from toddlers with sunscreen-smudged cheeks to grandparents soaking in the tropical vibe:
Family Road Trip to Paradise
The journey to Key West along the Overseas Highway is an adventure in itself. This iconic drive, surrounded by water on both sides, offers plenty of opportunities to stop, stretch your legs, and let the kids burn off energy. Each Key along the way has something special: explore marine life at the Florida Keys Aquarium Encounters in Marathon or take a selfie on the famous Seven Mile Bridge.
With a family this size, every mile is a new adventure waiting to happen. Don’t forget to pack snacks and make a playlist that suits everyone’s taste—from toddler tunes to classic rock that Grandpa hums along to.
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Keep the Kids Busy (and Happy!)
Entertaining a large family in the Florida Keys is as easy as building sandcastles on the beach. Smathers Beach in Key West offers plenty of room for sunbathing, playing frisbee, and wading in shallow, family-friendly waters. For a little more adventure, consider renting kayaks or paddleboards. Older kids and teens will love gliding across the calm seas, while younger ones can sit safely in tandem kayaks.
Another highlight for families is the Key West Butterfly and Nature Conservatory. Watching delicate butterflies flutter around vibrant flowers is a magical experience that even the most screen-obsessed kids will pause to enjoy.
Savor the Local Flavor at Eaton Street Seafood
After a day of splashing, paddling, and exploring, appetites run high—and Eaton Street Seafood delivers the perfect family feast. This local favorite is known for its fresh and flavorful seafood, offering something for everyone in your group. From succulent lobster rolls to perfectly steamed Key West pink shrimp, every bite is a taste of tropical heaven.
For families who like to picnic, grab your seafood to-go and find a shady spot at a nearby beach or park. Eaton Street also makes it easy to stock up for a feast at home, shipping their seafood anywhere in the lower 48 states. Curious about their offerings? Learn more and prepare for rave reviews at your next dinner table gathering.
Bond Over Fishing with Fish All In Charters
Few activities bring a family together like a fishing trip, and in the Florida Keys, it’s not just a pastime—it’s a full-on adventure. Fish All In Charters, led by the expert Captain Garret Frey, offers customizable excursions that are perfect for groups of all ages and skill levels.
Imagine the excitement as your family sets out on a boat, the sun warming your faces and the ocean breeze lifting your spirits. Whether you’re reeling in snapper for dinner or competing to see who can catch the biggest tarpon, the thrill of the chase keeps everyone engaged. To get the inside scoop on the best fishing spots, learn more and plan your trip with confidence.
Explore History and Wildlife
Key West is more than just beaches—it’s a treasure trove of history and natural wonders. A visit to the Ernest Hemingway Home and Museum offers a glimpse into the life of the famous writer, complete with his famous six-toed cats that the kids will love meeting.
For animal enthusiasts, the Turtle Hospital in Marathon is a must-see. This facility rehabilitates injured sea turtles and provides educational tours, offering an unforgettable experience for both kids and adults. If your crew enjoys exploring the underwater world, the John Pennekamp Coral Reef State Park in Key Largo offers snorkeling and glass-bottom boat tours to introduce you to the vibrant marine life of the Keys.
End Your Day with Sunset Magic
No matter how many people are in your group, the one thing everyone will agree on is the magic of a Key West sunset. Head to Mallory Square, where street performers and local artisans create a festive atmosphere as the sun dips below the horizon. The kids will be captivated by jugglers and magicians, while adults can enjoy a quiet moment appreciating the beauty of nature.
For a quieter sunset experience, Fort Zachary Taylor Historic State Park offers stunning views and plenty of space to spread out. Pack a blanket, bring some snacks, and enjoy the show as the sky transforms into a masterpiece of oranges, pinks, and purples.
Make the Keys Your Family’s Playground
Traveling with a large family doesn’t have to be overwhelming. In the Florida Keys, every moment is an opportunity to connect, explore, and create memories that will last a lifetime. From the freshest seafood at Eaton Street to bonding over fishing with Fish All In Charters, this slice of paradise is designed for families who want it all—adventure, relaxation, and a touch of magic.
So pack your sunscreen, gather the crew, and set out for an unforgettable trip to the Florida Keys. Because here, the more the merrier isn’t just a saying—it’s a way of life.