United States — Pinellas County

Clearwater — The Gulf Coast Beach Town Whose Dining Room Sits on the Water

Caretta on the Gulf at the Sandpearl Resort sits inside Tripadvisor's 2026 Top 25 fine-dining rooms in the country. Ocean Seven holds the seventh-floor Gulf-view crown at the Hiatus. Island Way Grill brings boats up to the back dock for the daily fish board. Columbia Sand Key has poured sangria on Gulf Boulevard for half a century. Bascom's Chop House anchors the mainland steakhouse seat on Ulmerton Road. For a Florida town of one hundred thousand, no Gulf-coast community its size eats this well.

1925Columbia Restaurant
5Editor Picks
#11US Fine Dining (Caretta)

Clearwater’s Greatest Tables

5 restaurants listed

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$ under $40  ·  $$ $40–$80  ·  $$$ $80–$150  ·  $$$$ $150+ per person

Caretta on the Gulf Clearwater New American Fine Dining restaurant
1
Impress Clients
Sandpearl Resort — Clearwater Beach — Clearwater
Caretta on the Gulf
New American Fine Dining$$$$
Tripadvisor's #11 fine-dining room in the United States for 2026. The Sandpearl Resort's signature dining floor and the address that anchors the whole Clearwater Beach map.
Ocean Seven Clearwater New American Floribbean Seafood restaurant
2
Proposal
The Hiatus Clearwater Beach (Curio Collection by Hilton) — Clearwater
Ocean Seven
New American Floribbean Seafood$$$$
Tampa Magazine's Best Seafood for 2026. A seventh-floor Gulf-view dining room above the Hiatus — the refined room with the closest sunset view on Clearwater Beach.
Island Way Grill Clearwater Waterfront Steaks & Sushi restaurant
3
Birthday
Island Estates — between Clearwater and the Beach — Clearwater
Island Way Grill
Waterfront Steaks & Sushi$$$
The Island Estates waterfront room with the Gulf-boats that come in daily to the back dock. Twenty years of steady high-mid pricing and a fish board the locals trust.
Columbia Restaurant Sand Key Clearwater Classical Spanish & Cuban restaurant
4
Team Dinner
Sand Key — across the bridge from Clearwater Beach — Clearwater
Columbia Restaurant Sand Key
Classical Spanish & Cuban$$$
Florida's oldest restaurant family. A Sand Key Mediterranean-courtyard dining room with the Intracoastal at the back terrace and a sangria pitcher that has poured a century straight.
Bascom's Chop House Clearwater Classic American Steakhouse restaurant
5
Close a Deal
Ulmerton Road — Mainland Clearwater — Clearwater
Bascom's Chop House
Classic American Steakhouse$$$$
The discreet mainland steakhouse that closes more Pinellas-County deals than any boardroom in the county. Mid-Western Black Angus, hand-cut chops, and tables built for the conversation.

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Best for Business Dinner in Clearwater

The Top 5 Clearwater Restaurants

01

Caretta on the Gulf

Tripadvisor Top 25 US Fine Dining (2026)New American Fine Dining$$$$500 Mandalay Avenue, Clearwater

Caretta on the Gulf opened at the Sandpearl Resort in 2007 as the flagship dining room of the first AAA Four-Diamond beachfront hotel built on Clearwater Beach in forty years. The restaurant takes its name from Caretta caretta — the loggerhead sea turtles that nest each summer on the sand directly outside the dining room's west wall — and the staff still pause service on summer evenings when a hatch reaches the water. The interior, redesigned in 2022, runs cool palm-green and ivory across an open ninety-seat room that opens through bifold glass doors onto a wraparound covered terrace facing the Gulf of Mexico.

02

Ocean Seven

Tampa Magazine Best Seafood 2026New American Floribbean Seafood$$$$385 South Gulfview Boulevard, Floor 7, Clearwater

Ocean Seven opened in 2023 on the seventh floor of the Hiatus Clearwater Beach — a Curio Collection by Hilton property that took the place of a long-running Sheraton on the south Gulfview block — and was named Best Seafood Restaurant in Tampa Magazine's 2026 Best Restaurants list within twenty-six months of opening. The room is a glass-walled rectangle facing due west, with about a hundred covers split between an indoor dining floor, a covered terrace, and a small outer rooftop terrace that extends directly toward the water. The connected Sielo rooftop bar carries the cocktail programme through the late hours.

03

Island Way Grill

Local InstitutionWaterfront Steaks & Sushi$$$20 Island Way, Clearwater

Island Way Grill opened in 2003 on the small bridge-linked Island Estates causeway that connects mainland Clearwater to Clearwater Beach — a location halfway between the two that has made the room a perennial first-stop on the daily Gulf-boat circuit. The dining-room and patio combination seats about a hundred and ninety, with a curved sushi bar dominating the south wall and a long covered terrace looking onto the Intracoastal where the restaurant's own fishing fleet ties up each afternoon.

04

Columbia Restaurant Sand Key

Florida Heritage InstitutionClassical Spanish & Cuban$$$1241 Gulf Boulevard, Clearwater

The Columbia Restaurant Sand Key is the Clearwater outpost of Florida's oldest restaurant family — founded in 1905 by Cuban immigrant Casimiro Hernandez Sr. in Ybor City, Tampa, and now run by the fifth generation of the same family. The Sand Key dining room opened in 1997 on the Gulf Boulevard side of the small barrier island directly south of Clearwater Beach, with a Mediterranean-courtyard interior — terracotta tile, wrought-iron grillwork, hand-painted Spanish murals — that mirrors the Ybor City flagship and an outdoor deck looking onto the Intracoastal.

05

Bascom's Chop House

Local InstitutionClassic American Steakhouse$$$$3665 Ulmerton Road, Clearwater

Bascom's Chop House sits on Ulmerton Road on the mainland Clearwater side — five minutes from the St. Pete-Clearwater airport and the corporate office parks of Belleair and Largo — in a freestanding masonry building that has occupied the same address since 1996. The dining room is a deliberately dark, conservative chophouse interior: walnut paneling, oxblood-leather banquettes, dimmable wall sconces, and white-cloth tables spaced for privacy. Service is at the upper tier of the Tampa Bay corporate-dining floor: career captains, side-station discipline, table-side Caesar and bananas-Foster preparations.

Dining in Clearwater

The insider’s guide to Clearwater’s table