The Best Waterfront Dining Spots in Sarasota

Best Waterfront Dining in Sarasota: Local Favorite Spots

  • Melissa Gissinger
  • May 14, 2026

Sarasota has waterfront dining in five distinct areas: downtown's bayfront, the Gulf-side corridor of Longboat Key, Siesta Key's intracoastal and Gulf sides, City Island, and Casey Key. Longboat Key and Siesta Key's west-facing spots offer the most direct Gulf sunset views.

Restaurant

Area

Known For

Marina Jack

Downtown Sarasota

Casual patio and upscale bay-view dining, dinner cruises

Jack Dusty

Downtown Sarasota (Ritz-Carlton)

Coastal cuisine, marina views, craft cocktails

O'Leary's Tiki Bar & Grill

Downtown Sarasota (Bayfront Park)

Casual fried seafood, frozen drinks

Dry Dock Waterfront Grill

Longboat Key

Sarasota Bay views, lobster roll

Mar Vista Dockside Restaurant and Pub

Longboat Key

Historic 1920 building, boat-up dock

Chart House

Longboat Key (south end)

Gulf and Sarasota Bay views, surf-and-turf

Ophelia's on the Bay

Siesta Key

Fine dining on the Intracoastal

The Boatyard

Siesta Key

Intracoastal views at Stickney Point Rd bridge

Phillippi Creek Oyster Bar

South Sarasota

Fresh oysters, creekside patio

The Old Salty Dog

City Island

Fried hot dog, dog-friendly dock

New Pass Grill

City Island

Low-key dockside cheeseburgers

Casey Key Fish House

Casey Key / Osprey

Local seafood, sunset views

Pop's Sunset Grill

Nokomis

Boat-up tiki bar, live music


By Melissa Gissinger

With the Gulf, the bays, the intracoastal, and the passes between the keys, Sarasota's geography puts water views within reach of nearly every resident. For anyone considering a move here, the waterfront dining is a detail that makes the difference between a place you visit and a place you choose to stay. Here's a guide organized by the kind of experience each spot delivers.

Key Takeaways

  • Sarasota's waterfront dining spans upscale marina restaurants to Old Florida fish shacks
  • Downtown Sarasota's bayfront, Longboat Key, Siesta Key, City Island, and Casey Key each offer a distinct waterfront dining environment
  • Several spots are accessible by boat as well as by car
  • West-facing locations on Longboat Key and Siesta Key offer some of the most direct Gulf sunset views in the area

Downtown Sarasota Bayfront

The downtown bayfront puts waterfront dining within easy reach of the urban core.

Downtown Bayfront Dining Worth Knowing

  • Marina Jack: Casual bayfront patio dining downstairs, upscale bay-view dining upstairs, and dinner cruises on the Marina Jack II.
  • Jack Dusty: The Ritz-Carlton Sarasota's marina restaurant at 1111 Ritz-Carlton Dr, serving coastal cuisine and craft cocktails, open to the public for breakfast, lunch, and dinner, with outdoor patio seating on Sarasota Bay.
  • O'Leary's Tiki Bar & Grill: A casual, family-friendly fixture at 5 Bayfront Dr in Bayfront Park, with fried seafood, frozen drinks, and a laid-back waterfront atmosphere.

Longboat Key: The Gulf-Side Corridor

Longboat Key's west-facing position delivers some of the most direct sunset dining views in the region, with a mix of fine dining and Old Florida character along its length.

Longboat Key Waterfront Dining

  • Dry Dock Waterfront Grill: Sarasota Bay views and a lobster roll locals drive across the key for.
  • Mar Vista Dockside Restaurant and Pub: Housed in a 1920 building at the north end of the key, listed on the National Register of Historic Places, with fresh seafood, craft beers, covered deck views of Sarasota Bay, and a private boat-up dock.
  • Chart House: At the south end of Longboat Key, with a dining room and terrace overlooking Sarasota Bay and Gulf waters, plus an extensive surf-and-turf menu.

Siesta Key: Intracoastal and Gulf Views

Siesta Key's positioning between the Gulf and the intracoastal gives it waterfront dining options with genuinely different orientations and atmospheres.

Siesta Key Waterfront Dining

  • Ophelia's on the Bay: A fine-dining destination on Siesta Key's Intracoastal Waterway, with Gulf Coast cuisine and highly regarded waterfront views.
  • The Boatyard: At the Stickney Point Road bridge, with dining rooms open to the Intracoastal.
  • Phillippi Creek Oyster Bar: A south Sarasota favorite on Phillippi Creek with fresh oysters, seafood, and a waterfront patio with a loyal local following.

City Island and Casey Key: Old Florida Character

City Island, just north of Lido Key, and Casey Key to the south, offer an Old Florida waterfront dining character that's harder to find in newer developments.

Old Florida Waterfront Dining

  • The Old Salty Dog: A dog-friendly City Island fixture at 1601B Ken Thompson Pkwy, known for its deep-fried Salty Dog hot dog and a casual dock atmosphere on New Pass.
  • New Pass Grill: A low-key City Island spot with cheeseburgers, cold beer, and a dockside atmosphere locals favor.
  • Casey Key Fish House: An Old Florida waterfront restaurant between Casey Key and Osprey, with local seafood and Sarasota Bay sunset views.
  • Pop's Sunset Grill: A Nokomis Intracoastal spot, part tiki bar, part dock, with live music and a boat-up culture.

FAQs

Which Sarasota waterfront restaurant has the best sunset views?

Longboat Key's west-facing restaurants offer direct Gulf sunset views. Ophelia's on the Bay on the north end of Siesta Key and Pop's Sunset Grill in Nokomis are both oriented toward the western sky and well suited to an evening meal timed to sunset.

Which waterfront spots are accessible by boat?

Marina Jack, Mar Vista on Longboat Key, The Old Salty Dog on City Island, Pop's Sunset Grill in Nokomis, and Casey Key Fish House all have docking for boat-up guests. The Old Salty Dog and Pop's in particular have built their culture around the boat-up experience.

Is waterfront dining in Sarasota expensive?

The range is wide. Jack Dusty and Chart House sit at the higher end. The Old Salty Dog, New Pass Grill, O'Leary's, and Casey Key Fish House are all casual and approachable for everyday visits.

Contact Melissa Gissinger Today

Discovering your own rotation of waterfront restaurants is one of the genuine pleasures of Sarasota life, and it starts with knowing the options. This is part of the same lifestyle infrastructure that makes this community one of the most consistently desirable real estate markets on Florida's Gulf Coast.

Contact me, Melissa Gissinger, and we'll discuss your Sarasota goals and what living here actually looks like day to day.

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