An Americana Summer at Grassy Flats: Your Summer Starts Here

Long days, warm nights, live music, and great company—this summer, Grassy Flats Resort is embracing the timeless charm of an Americana Summer. We’re bringing you a season of curated events that celebrate sunshine, island living, and laid-back luxury in the heart of the Florida Keys.

Whether you're a local, resort guest, or just passing through the Florida Keys, we've lined up something for everyone. From poolside parties to beachfront barbecues and elegant wine dinners, Grassy Flats is your go-to spot for easygoing island fun, all summer long.

Spritz Soirées: Aperol Parties by the Pool

Transport yourself to the Italian Riviera—without leaving the Keys! Enjoy live music, refreshing spritzes, and good company as the sun dips below the horizon. It's la dolce vita, Grassy-style.

Sunday

June 8 | July 20 | August 10

Rosé All Day Party

Sip, sun, and celebrate! We're toasting to National Rosé Day with a Rosé All Day pool party packed with pink drinks, good vibes, and summer sunshine. Dive into rosé specials, beachy bites, and Insta-worthy moments all afternoon long.

Saturday, June 14

Father’s Day Beachside BBQ

This Father’s Day, celebrate the dads in your life with a beachside BBQ that hits all the right notes. We’re firing up the Big Green Eggs and serving up classic summer flavors, cold drinks, and laid-back vibes. Come enjoy the ocean breeze, good food, and a relaxed day with family.

Sunday, June 15

Wine Wednesdays at Grassy key Land and Sea Market

Join us every Wednesday at Grassy Key Land and Sea Market from 4–6pm for Wine Wednesdays! Sip and sample a variety of wines during our free tasting, and pair your pour with one of our delicious new pizzas. Find a favorite? All wine bottles are 10% off during the event.

Add to your Summer Stay

Want to grill your own fresh catch or burgers by the pool? We’ve got you covered. Reserve one of our Big Green Eggs and enjoy a relaxed cookout with your crew. Whether you grab your own ingredients from the Grassy Key Land and Sea Market or get one of our ready-to-go BBQ Packages, it’s the perfect way to enjoy a laid-back meal with ocean views and island breezes.

And when the sun starts to set? End the evening with s’mores under the stars. Our s’mores kits come with everything you need for a sweet night by the firepit—perfect for families, couples, or anyone channeling those nostalgic summer camp vibes.

Float Your Worries Away on an Aquabana

These premium floating cabanas redefine relaxation, offering the perfect blend of shade, comfort, and island fun — just off our shoreline. Celebrate, chill, or upgrade your beach day — the Aqua and Partybanas are your front-row seat to island vibes!

Locals: Join Our Summer Beach Club

We love our Marathon community, and this summer we’re making it easier than ever to enjoy everything Grassy Flats has to offer. With our special Summer Membership, locals can enjoy daily resort access and free entry to all of our poolside summer events—now through Labor Day.

Only $25 for locals!

Summer is a state of mind—and at Grassy Flats, it’s a way of life. Come for the cocktails, the music, the sunsets, and the sense of community. Stay for the memories you’ll make all season long.

We can’t wait to see you here!