Downtown Sarasota
$25-45/person
Perspective
A rooftop bar and restaurant with a downtown view
An upper-level rooftop destination overlooking downtown Sarasota, with craft cocktails, shareable plates, and a view that earns the name. The room fills out on weekend nights with live DJ sets and the kind of crowd that comes for both the cocktail list and the panorama.
Rooftop BarCity ViewsCraft CocktailsLive Music
Downtown Sarasota
$20-35/person
Mattison's City Grille
Lively downtown dining with live entertainment
Energetic downtown restaurant known for live music, dancing, and a vibrant social scene. The outdoor patio buzzes with activity while the indoor dining room features regular live entertainment. Perfect for groups who want dinner and a show in one location.
Live MusicDancingOutdoor PatioEntertainment
Downtown Sarasota
$18-32/person
Captain Curt's Crab & Oyster Bar
Waterfront seafood with live music and island vibes
Casual waterfront spot with fresh seafood, tropical cocktails, and regular live music. The tiki bar atmosphere and bayfront location create a fun, laid-back vibe perfect for groups. Known for their raw bar and weekend live bands that keep the energy high.
WaterfrontLive MusicSeafoodTiki Bar
Sarasota
$15-28/person
Gecko's Grill & Pub
Sports bar with great food and party atmosphere
Lively sports bar and grill known for accommodating large groups and celebrations. Multiple big screens, pool tables, and a menu that pleases everyone. The staff goes above and beyond for birthday parties and special events, making it a local favorite for group celebrations.
Sports BarBirthday PartiesGroupsPool Tables
Sarasota
$35-55/person
Jack Dusty
Upscale coastal cuisine with craft cocktails
Sophisticated yet lively restaurant at The Ritz-Carlton featuring coastal cuisine and innovative cocktails. The stylish atmosphere attracts a trendy crowd, especially during happy hour and weekend nights. Perfect for groups who want upscale dining with a social vibe.
Upscale CasualCraft CocktailsTrendyHappy Hour
Siesta Key
$16-30/person
Siesta Key Oyster Bar
Beachside dining with live music and island vibes
Iconic beachside restaurant and bar known for its laid-back atmosphere, fresh seafood, and regular live music. The outdoor deck overlooks Siesta Key Beach, creating the perfect setting for casual group dinners with a fun, tropical vibe that captures the essence of beach life.
Beach DiningLive MusicOutdoor DeckSeafood
What locals are saying