A Weekend Itinerary in Casey Key

Casey Key is a predominantly quaint and quiet residential island with sprawling properties and waterfront mansions that will make your jaw drop –  all along scenic Casey Key Road. In contrast with the palatial homes, however, are a handful of mid-century beachside motels, just a stone's throw from the Gulf of Mexico. 

Check In To Your Digs

If you’re looking for a truly private stay on Sarasota’s most exclusive island, check out these quaint island escapes on Casey Key or nearby Nokomis: 

• A Beach Retreat on Casey Key
• Escape Resort & Marina
• Casey Key Resorts – Mainland

Grab a Healthy, Hearty Brunch

In Nokomis, start your day by grabbing a great breakfast at Cafe Evergreen. Featuring fresh juices and smoothies, draft kombucha, organic coffee, probiotic drinks, matcha lemonade and many more morning beverages, this health-forward cafe is a great spot to fill your tank before a full day of play. The food menu offers many vegan-friendly options along with locally pastured raised beef. Find a variety of salads, sandwiches, omelets, bowls, burgers and more.

Beach It Up or Go Sailing

Spend the rest of your day sunbathing, shell combing or body surfing on Nokomis Beach, Sarasota County's oldest public beach and located right off Casey Key Road. The beach provides the safety of lifeguards while you or the kids swim, a boardwalk to stroll, fishing, a canoe/kayak launch, picnic shelters, a playground, volleyball nets, beachside restrooms, free parking and showers to wash off the salt and sun. 

If you've got the budget to spend the day starboard, check out Sail Venice, which lets you create a customized sailing trip around you. They'll even sail to the dock at Pop's Sunset Bar and Grill if you'd like to drop anchor for dinner and drinks.  Located at Crow's Nest Marina, Sail Venice also teaches sailing lessons for those of you who want to take your sailing adventure to the next level. 

Grab a Tiki Drink & Enjoy Live Music

Spend all evening by the water and under the hanging lights at Pop's Sunset Grill, a Gulf Coast's favorite Old Florida landmark – well loved by locals and tourists alike for its island-like atmosphere and fresh local fare. The waterfront outdoor dining area is open year-round with fire pit tables, a courtyard with daily live music and three different bars – the main being outside under a giant tiki hut overlooking the Intracoastal Waterway.

Frozen daiquiri, piña colada or rum punch in hand, pair your island-inspired cocktails with snacks from the Raw Bar Menu or Pop's Fry Baskets for some truly good Florida eatin'. The Bou-Tiki is also a great place to shop and grab some branded merch before you leave.