The Ultimate Key West Family Vacation

Planning a family vacation that keeps everyone entertained—from toddlers to teens (and yes, even the grownups)? Welcome to Key West, where laid-back island charm meets kid-friendly adventure. With sunny weather year-round, calm waters, and endless activities, it’s the kind of place where screen time takes a backseat to snorkeling, sunsets, and scooters.

Here’s your go-to guide for planning the ultimate family getaway to paradise.

Where to Stay: Family-Friendly, Without Compromise

Choose a place that makes vacation feel like, well, a vacation. Blue Flamingo Resort offers the best of both worlds: a relaxed Key West vibe and the space and amenities families need. We’re talking two outdoor pools (perfect for post-beach cooldowns), games and programming for all ages, and spacious rooms and suites designed for groups. Our luxury pool cabanas are a hit with parents who want a shady spot to chill while the kids splash nearby.

You’re close to it all—Old Town, water activities, and family-friendly dining—but still tucked into your own little oasis when it’s time to wind down. 

What to Do: Island Adventures for All Ages

1. Visit the Key West Butterfly & Nature Conservatory

Walk through a magical glass-enclosed habitat filled with tropical butterflies, birds, and exotic plants. It’s quiet, beautiful, and air-conditioned—truly a parent win.

2. Hop Aboard the Conch Tour Train or Old Town Trolley

A fun way to explore the island without tiring little feet. Kids love the open-air ride, and adults get a breezy history lesson along the way.

3. Get Out on the Water

From glass-bottom boat rides and snorkeling tours to kayaking through mangroves, there’s something for every comfort level. Sandbar picnics and dolphin-spotting cruises are especially memorable.

4. Fort Zachary Taylor State Park

This beach-meets-history stop is great for families. Bring a snorkel set, grab snacks from the café, and let the kids explore real Civil War-era cannons between beach swims.

5. Sunset Celebration at Mallory Square

Live performers, musicians, and food carts all set against the island’s famous sunset. It’s a little chaotic, but it’s the kind of chaos kids love.

6. Rainy Day Fun

Check out the Key West Aquarium, visit the Shipwreck Museum, or head back to Blue Flamingo for board games and poolside snacks under the cabana.

Where to Eat: Kid-Approved & Parent-Loved

• Blue Heaven – Casual and quirky, with chickens roaming and plenty of kid-friendly options.
• Fisherman’s Café – Grab-and-go breakfast burritos before an early adventure.
• Salute! on the Beach – For when you want ocean views and fresh seafood but still need high chairs.
• Duetto’s Pizza & Gelato – Need we say more?
• Rum Row – Tacos for the kids and Rum Cocktails for the parents. Sit back while your kids enjoy the pool and lawn games.

Whether you’re teaching your kids how to snorkel or introducing them to the joy of a sunset popsicle, Key West is the kind of place where family memories are made on island time. Stay with us at Blue Flamingo, and you’ll have everything you need to make the most of it.