The Best Waterfront Restaurants in Siesta Key
Where Fresh Seafood, Sunset Views, and Happy Hour Magic Meet
When you think of Siesta Key, a few things come to mind: soft white sand, turquoise water, and jaw-dropping sunsets. But after a long day at the beach or out on the water, nothing beats enjoying a fresh seafood dinner with a cold drink—especially when you can do it right by the water.
Whether you’re visiting with family, friends, or on a romantic getaway, these waterfront restaurants in Siesta Key combine incredible views with local flavor. Here’s where we recommend going for sunset views, happy hour deals, and unforgettable meals.
1. Ophelia’s on the Bay
Location: 9105 Midnight Pass Rd
Vibe: Elegant, romantic, perfect for date night
Why We Love It:
Tucked along Little Sarasota Bay, Ophelia’s offers fine dining with panoramic water views—often with dolphins swimming by. The menu features upscale seafood like Chilean sea bass and lobster tail, with an extensive wine list to match.
Best Time to Go: Just before sunset for golden hour magic.
Pro Tip: Reserve outdoor seating in advance—it’s in high demand!
2. Dry Dock Waterfront Grill
Location: 412 Gulf of Mexico Dr (Longboat Key, 10 min drive)
Vibe: Relaxed, dockside dining with 5-star seafood
Why We Love It:
This bayside restaurant offers some of the freshest seafood around, with a view that stretches across Sarasota Bay. Arrive by boat or car, and enjoy fan favorites like the grouper sandwich, scallops, or stone crab (in season).
Sunset Bonus: Unbeatable golden hour views from the outdoor patio.
Worth the Drive: Absolutely.
3. Turtles Restaurant on Little Sarasota Bay
Location: 8875 Midnight Pass Rd, Siesta Key
Vibe: Super casual, beachfront, live music
Why We Love It: Turtles offers casual bayfront dining with beautiful sunset views. Watch dolphins or pelicans while enjoying fresh seafood, pasta, and comfort classics—perfect for a laid-back lunch or dinner.
Happy Hour: Daily from 3 PM – 6 PM (check for seasonal updates)
Don’t Miss: Coconut shrimp, blackened mahi sandwich, and their signature Key lime pie
A Quick Note on Dining in and Around Siesta Key
Siesta Key is known for its laid-back charm, quiet beaches, and natural beauty—and that extends to the dining scene. It’s less commercial than nearby Sarasota, which means there are fewer true waterfront restaurants on the island itself. But don’t worry: some of the area’s best waterfront dining is just a short drive away in Sarasota County.
Here are a few nearby options that locals and return visitors love:
Top Waterfront Options Nearby
- Phillippi Creek Oyster Bar – A lively, Old Florida seafood shack with generous portions, a tropical vibe, and a loyal local following.
- O’Leary’s Tiki Bar (Downtown Sarasota, Bayfront Park) – Casual beachy drinks and bites with scenic marina views, outdoor sculptures, gardens, and even sailboat mooring. Family-friendly with space to explore.
- Marina Jack – Located in downtown Sarasota’s marina, this restaurant offers several dining areas, fishing charters, and amazing bay views. Great for sunset dinners and strolls along the waterfront.
- The Old Salty Dog (City Island location) – Classic dockside pub with hearty eats and a view. Bonus: it’s next door to Mote Marine Laboratory and the Florida Bird Rescue. Cap it off with dessert and shopping at nearby St. Armands Circle.
Okay Option and Worth Mentioning
- The Point Kitchen + Cocktails – Located in Osprey, this sleek, modern spot features a rooftop deck with water views and a solid menu of seafood and cocktails.
- Evie’s at Spanish Point – Right next door to The Point. Not much of a view, but a fun and casual hangout spot.
Nearly Waterfront (Still Worth It)
- Daiquiri Deck South – Just steps from the bay, this lively spot has a wide-open westerly exposure that delivers unforgettable Gulf sunsets, even without being directly on the water.
- Spearfish Grill – Hidden just off the marina, Spearfish offers fresh-caught seafood and a local’s-only vibe. While it lacks wide views, the marina location gives it serious charm.
Insider Tips for Dining Out on Siesta Key:
- Sunset reservations fill up fast—book early, especially in season (Jan–Apr).
- Early birds win: Happy hours are usually best between 3 PM – 6 PM.
- Many spots offer live music on weekends—ask your server!
- Dress is mostly casual resort wear, even at upscale restaurants.
Stay, Dine, Repeat.
When you stay with Gertrude Rentals, you’re always just minutes from the best food and views Siesta Key has to offer. Whether you’re craving oysters by the bay or a frozen drink under the palms, you’ll find it here—served with a side of sunshine.
Ready to plan your perfect Siesta Key sunset?
Check availability and book your stay today!
Need help finding your way to the heart of Siesta Key dining, shopping, and nightlife? Here’s a map of Siesta Key Village:
