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Sarasota & Anna Maria Island weekend guide

Siesta Key sand, St. Armands Circle, the Ringling, Longboat Key and the old-Florida beach towns of Anna Maria Island.

Photo: Dough4872 · Public domain

Updated November 3, 2026

South of the Bay, Sarasota pairs some of Florida's best-known beaches (Siesta, Lido) with an arts scene anchored by the Ringling and Selby Gardens. St. Armands Circle and Longboat Key sit on the keys just west of downtown.

Anna Maria Island, just north across Longboat Pass, is the low-key option: three small towns (Anna Maria, Holmes Beach and Bradenton Beach), a free island trolley and no high-rises.

Jump to: Things to do · Beaches · Restaurants · Bars & nightlife · Hotels · Golf & tee times · Fishing charters & piers · Diving & snorkeling · Boat tours & water fun · Tours & adventures

Things to do in Sarasota & Anna Maria

Featured

Longboat Supply Co.

Attraction · St. Armands / Downtown Sarasota

Authorized dealer of eFoils and electric surfboards (Awake, SeaNXT) plus marine electronics, just off St. Armands Circle.

310 John Ringling Blvd, Suites 1-2, Sarasota, FL 34236

The Ringling

Attraction · Sarasota (Bay Shore Rd)

John Ringling's bayfront estate combines a major art museum, the Circus Museum, Ca' d'Zan mansion and gardens.

5401 Bay Shore Rd, Sarasota, FL 34243

Marie Selby Botanical Gardens - Downtown Sarasota Campus

Attraction · Downtown Sarasota · Adults $28, ages 5-17 $12

Bayfront botanical garden in downtown Sarasota known for its orchids, bromeliads and tropical plant collections.

1534 Mound St, Sarasota, FL 34236

Selby Gardens - Historic Spanish Point Campus

Attraction · Osprey · Adults $20, ages 5-17 $12

A 30-acre bayside site in Osprey with prehistoric shell middens, pioneer homes, a chapel, butterfly house and native plants.

401 N Tamiami Trail, Osprey, FL 34229

Mote Science Education Aquarium (Mote SEA)

Attraction · Sarasota (University Town Center)

Mote Marine Laboratory's new science aquarium, showcasing marine research, sharks and Gulf ecosystems; open daily 9:30 a.m.-5 p.m.

225 University Town Center Dr, Sarasota, FL 34243
Myakka River State ParkPhoto: Mx. Granger · CC0

Myakka River State Park

Attraction · East Sarasota · $6 per vehicle (2-8 people)

One of Florida's largest state parks, with wetlands, prairie, alligator-filled lakes, wildlife tours and a treetop canopy walkway.

13208 State Road 72, Sarasota, FL 34241

The Bishop Museum of Science and Nature

Attraction · Downtown Bradenton

Bradenton science and natural history museum with a planetarium and a manatee rehabilitation habitat included in admission.

201 10th St W, Bradenton, FL 34205

Robinson Preserve

Attraction · Northwest Bradenton · Free

Free 600-plus-acre coastal preserve with mangrove paddling trails, observation towers, bike paths and a nature playground.

1704 99th St NW, Bradenton, FL 34209

St. Armands Circle

Attraction · St. Armands Key · Free to stroll

Landscaped traffic circle near Lido Beach ringed by boutiques, galleries, ice cream shops and sidewalk restaurants.

St. Armands Circle, Sarasota, FL 34236

Siesta Key Village

Attraction · Siesta Key · Free

Walkable beach village with shops, casual restaurants and bars a short walk from Siesta Beach.

Ocean Blvd & Canal Rd, Siesta Key, FL 34242

Sarasota Bay Explorers

Attraction · City Island, Sarasota

Eco boat tours on Sarasota Bay, including sea life encounter cruises, sunset cruises and private charters.

1600 Ken Thompson Pkwy, Sarasota, FL 34236

Anna Maria Island Dolphin Tours

Attraction · Holmes Beach, Anna Maria Island

Island-based boat tours focused on dolphin and wildlife viewing around Anna Maria Island waters.

5325 Marina Dr, Holmes Beach, FL 34217

Gulf Islands Ferry

Attraction · Bradenton / Anna Maria Island

Water shuttle linking downtown Bradenton's Riverwalk with Bridge Street Pier on Anna Maria Island; the Anna Maria City Pier stop is closed for repairs.

Bradenton Riverwalk Pier, Bradenton, FL 34205

Historic Bridge Street & Bradenton Beach City Pier

Attraction · Bradenton Beach, Anna Maria Island · Free

Shopping and dining street ending at a fishing pier with a day dock, bait shop and Anna Maria Oyster Bar.

Bridge St, Bradenton Beach, FL 34217

Sarasota Farmers Market

Attraction · Downtown Sarasota · Free entry

Saturday morning market (7 a.m.-1 p.m.) at Main Street and Lemon Avenue with produce, plants, food and crafts, rain or shine.

1 N Lemon Ave, Sarasota, FL 34236

Shark tooth hunting in Venice

Attraction · Venice · Free

Venice calls itself the shark tooth capital; Caspersen Beach and the Brohard Park pier area are top spots to sift for fossil teeth.

Caspersen Beach / Venice Fishing Pier at Brohard Park, Venice, FL

Kayaking SRQ

Attraction · Sarasota

Sarasota outfitter offering kayak and paddleboard rentals plus guided paddling tours.

Beaches in Sarasota & Anna Maria

Siesta BeachPhoto: Dough4872 · Public domain

Siesta Beach

Beach · Siesta Key · Free (parking available)

Famous powdery quartz-sand beach with lifeguards, a pavilion, playground, concessions and beach wheelchairs.

948 Beach Rd, Sarasota, FL 34242

Lido Beach

Beach · Lido Key · Free

Wide public beach on Lido Key, steps from St. Armands Circle, with picnic areas, restrooms and nearby paddling trails.

400 Ben Franklin Dr, Sarasota, FL 34236

Venice Beach

Beach · Venice · Free

Lifeguarded public beach at the end of Venice Avenue with shelling, picnic areas and an offshore reef for divers.

Venice Ave & The Esplanade, Venice, FL 34285

Coquina Beach

Beach · Bradenton Beach, Anna Maria Island · Free

Lifeguarded south-end Anna Maria Island beach known for colorful shells, with parking and restrooms near Bridge Street.

2650 Gulf Dr, Bradenton Beach, FL 34217

Manatee Beach

Beach · Holmes Beach, Anna Maria Island · Free

Central Anna Maria Island beach park with lifeguards, a cafe, picnic areas, volleyball courts and a playground.

4000 Gulf Dr, Holmes Beach, FL 34217

Bean Point

Beach · Anna Maria · Free

Quiet beach at the island's northern tip where Tampa Bay meets the Gulf, popular for sunsets.

North tip of Anna Maria Island, Anna Maria, FL 34216

Restaurants in Sarasota & Anna Maria

Columbia Restaurant (St. Armands)

Restaurant · St. Armands Circle · $$-$$$

Sarasota outpost of Florida's long-running Spanish-Cuban restaurant family, serving classics on St. Armands Circle.

Hours: Sun-Thu 11am-9pm; Fri-Sat 11am-10pm
411 St Armands Cir, Sarasota, FL 34236

Crab & Fin

Restaurant · St. Armands Circle · $$$

Seafood restaurant serving St. Armands Circle since 1978, with outdoor seating and locally and globally sourced fish.

Hours: Two schedules: Sun-Thu 11:30am-9pm, Fri-Sat 11:30am-9:30pm or Sun-Thu to 10pm, Fri-Sat to 10:30pm (footer)
420 St Armands Cir, Sarasota, FL 34236

Cafe on St. Armands

Restaurant · St. Armands Circle · $$

Casual cafe with a Mediterranean-leaning menu of small plates blending Southern European and Middle Eastern flavors.

Happy hour: Daily 2-6pm plus 9-10pm Fri-Sat: drink specials, $10 flatbreads, bar bites; Wet Bar (espresso martinis, cocktails) nightly 8pm-close
Hours: Daily 9am-9pm (open until 11pm Fri-Sat); breakfast menu 9am-1pm
431 St Armands Cir, Sarasota, FL 34236

Tommy Bahama Restaurant, Bar & Store

Restaurant · St. Armands Circle · $$-$$$

Island-themed restaurant and store known for coconut shrimp, cocktails, brunch and a daily happy hour.

Happy hour: Daily 3-5pm
Live music: Daily 5-9pm
Hours: Mon-Thu 11am-9:30pm; Fri 11am-10pm; Sat 10am-10pm; Sun 10am-9:30pm
465 John Ringling Blvd, Sarasota, FL 34236

Cha Cha Coconuts

Restaurant · St. Armands Circle · $$

Laid-back tropical spot on the Circle serving seafood and sandwiches, with live music most nights.

417 St Armands Cir, Sarasota, FL 34236

The Old Salty Dog (City Island)

Restaurant · City Island, Sarasota · $-$$

Casual waterfront pub with British-meets-Keys fare and outdoor seating; other locations on Siesta Key and Venice.

Hours: Daily 11am-9pm; breakfast Fri-Sun 7:30-10:30am
1601B Ken Thompson Pkwy, Sarasota, FL 34236

Drift Kitchen & Bar

Restaurant · Lido Key · $$$

Eighth-floor restaurant atop Lido Beach Resort serving seafood-focused modern American food with Gulf views.

700 Ben Franklin Dr, Sarasota, FL 34236

Sandbar Seafood & Spirits

Restaurant · Anna Maria · $$-$$$

Beachfront Anna Maria favorite for sunset dinners, with tables set right in the sand.

Hours: Sun-Thu 11am-9pm; Fri-Sat 11am-10pm
100 Spring Ave, Anna Maria, FL 34216

The Waterfront Restaurant

Restaurant · Anna Maria · $$$

Family-run seafood restaurant on the island's north end, built around a 1922 cottage, with Tampa Bay views.

Specials: Posts nightly specials (e.g., chef's board, fish of the day, soup, dessert) on a dated Daily Specials page
111 S Bay Blvd, Anna Maria, FL 34216

Anna Maria Oyster Bar on the Pier

Restaurant · Bradenton Beach · $$

Seafood restaurant at the end of the Historic Bridge Street Pier, reachable by car or boat.

Happy hour: Chain-wide page: daily 3-6pm plus 9pm-close Fri-Sat; $1.99 raw oysters, $3.99 house 'ritas, $5.99 house wines, $6.99 select premium spirits
Specials: Chain-wide: Tue lobster $5 off; Wed 50% off wine by 9oz glass/bottle; Mon fish & chips (Pier $20); no prime rib at Pier; Sun-Thu kids 10 and under pay a penny per inch
Hours: Sun-Thu 11am-9pm; Fri-Sat 11am-10pm
200 Bridge St, Bradenton Beach, FL 34217

Swordfish Grill

Restaurant · Cortez · $$

Waterfront seafood grill in the historic fishing village of Cortez, listed by the Bradenton Area visitors bureau.

Happy hour: Mon-Sat 4-6pm: $3 Busch Lite, $4 wells, $5 house wine, $6 Tito's
Specials: Fresh seafood daily; no fixed specials listed
Live music: Local musicians on the deck; schedule on events calendar
Hours: Daily 11am-9pm
Cortez, FL

Mar Vista Dockside Restaurant & Pub

Restaurant · Longboat Key · $$

Bayside Longboat Key restaurant and pub at the island's north end, with dockside tables.

Hours: Daily 11am-9pm
Longboat Key, FL

Fins at Sharky's

Restaurant · Venice · $$$

Beachfront steak and seafood restaurant overlooking the Venice Fishing Pier and the Gulf.

Happy hour: 'Fins Frenzy' 3:30-5:30pm
Hours: Lunch 11:45am-3:30pm; dinner 3:30-10pm; sushi & cocktails 11:45am-10pm; closed Thanksgiving and Christmas
1600 Harbor Dr S, Venice, FL 34285

Captain Curt's Crab & Oyster Bar / Sniki Tiki

Restaurant · Siesta Key (Old Stickney Point) · $$

Siesta Key seafood spot with a separate Sniki Tiki outdoor bar offering music most days.

Live music: Sniki Tiki daily 1-5pm and 6-10pm; full band Fri-Sun nights; karaoke Tue and Thu 6-10pm
Hours: Captain Curt's daily 11am-10:30pm; Sniki Tiki daily 11am-12am
1200 Old Stickney Point Rd, Sarasota, FL 34242

Mattison's City Grille

Restaurant · Downtown Sarasota · $$

Downtown Sarasota grille with daily happy hour, weekend brunch and frequent live bands.

Happy hour: Daily 3-6pm: $5 martini/boat drink of the day, $5 house wine, wells, domestic draft; $2 off other wine and spirits
Live music: Several nights weekly (Oct 2026 calendar: Tue-Mon acts); see music calendar
Hours: Mon 12-10pm; Tue-Thu 12-11pm; Fri 12pm-12am; Sat 10am-12am; Sun 10am-8pm; weekend brunch until 3pm
1 N Lemon Ave, Sarasota, FL 34236

Star Fish Company

Restaurant · Cortez · $$

Working-waterfront seafood market and dockside restaurant in Cortez fishing village.

12306 46th Ave W, Cortez, FL 34215

Bars & nightlife in Sarasota & Anna Maria

Siesta Key Oyster Bar (SKOB)

Bar · Siesta Key Village · $$

Siesta Key Village institution known for live music, oysters and dollar bills stapled across the walls.

Happy hour: Oyster happy hour daily 3-6pm: $12/dozen house oysters; late-night hour Sun-Thu 10-11pm, Fri-Sat 11pm-12am: $3 drafts, $4 wells, $5 house wine
Specials: Daily drink specials: Mon $5 Calusa beers, Tue $5 High Noons, Wed $7 Captain Morgan, Thu $7 Siesta Key Rum, Fri $7 Stoli, Sat $5 Modelo, Sun $5 Surfside Teas; Sunday brunch
Live music: Daily; Mon-Thu 1-5pm and 7-11pm, Fri-Sat 11am-2pm, 3-7pm, 8pm-12am, Sun 10am-1pm and 7-11pm (performers vary)
Hours: Mon-Thu 11am-11pm; Fri-Sat 11am-12am; Sun 9am-11pm (brunch 9-11:30am)
5238 Ocean Blvd, Siesta Key, FL 34242

Daiquiri Deck - Siesta Key Village

Bar · Siesta Key Village · $$

Open-air bar famous for frozen daiquiris and live music; sister spots on St. Armands, South Siesta, Venice and Bradenton Beach.

Live music: Live entertainment 7 days a week, usually 3 or 4pm, some 12pm on weekends
5250 Ocean Blvd, Siesta Key, FL 34242

Daiquiri Deck - Bradenton Beach

Bar · Bradenton Beach · $$

Bridge Street location of the daiquiri bar chain with a rooftop bar over Anna Maria Island.

Live music: Rooftop live entertainment; Nov 2026 calendar shows daily acts (1pm-5pm slots)
Hours: Rooftop generally open during restaurant hours, weather permitting
107B Bridge St, Bradenton Beach, FL 34217

Lynches Pub

Bar · St. Armands Circle · $$

Irish-style pub on St. Armands Circle, a relaxed stop for a pint after shopping.

St. Armands Circle, Sarasota, FL 34236

Bridge Tender Inn & Dockside Bar

Bar · Bradenton Beach · $$

Bridge Street sports bar and grille with a tiki bar and bayside dockside bar that boaters can pull up to.

Specials: Bingo Tue, Thu, Sat about 1pm
Live music: Music every afternoon and evening
Hours: Daily 11am-11:30pm
135 Bridge St, Bradenton Beach, FL 34217

The Doctor's Office

Bar · Holmes Beach · $$$

Craft cocktail bar and restaurant drawing on historic drink recipes, paired with steaks and Gulf seafood.

Hours: Sun-Thu 5-10pm; Fri-Sat 5-11pm
5312 Holmes Blvd, Holmes Beach, FL 34217

Gulf Drive Cafe & Kokonut Hut

Bar · Bradenton Beach · $-$$

Beachside cafe with a tiki bar on Anna Maria Island's Gulf Drive.

Live music: Live entertainment every night
Bradenton Beach, FL 34217

Oak & Stone - Downtown Bradenton

Bar · Downtown Bradenton · $$

Modern tavern on Old Main Street pouring craft beer alongside scratch-made pizzas and pub fare.

Happy hour: Weekdays 2-6pm and 9pm-close: 25% off tap wall, wine, whiskey; $7-$9 pizzas and bites, $6 Tito's, $8 margarita/rum punch
Hours: Sun 10am-11pm; Mon-Thu 11am-11pm; Fri 11am-12am; Sat 10am-12am
102 Old Main St, Bradenton, FL 34205

3 Keys Brewing and Eatery

Bar · Bradenton · $$

Local craft brewery and eatery in Bradenton, listed by the area visitors bureau.

Specials: Thursday beer, bingo and half-price burgers
Live music: Live music events listed on site
Bradenton, FL

Gecko's Grill & Pub

Bar · Bradenton / Sarasota · $$

Local sports pub and grill chain with locations across the Sarasota-Bradenton area.

Happy hour: Daily 3-6pm 'Super Hours': $1 off specialty cocktails, wine, domestic drafts and wells, $5 off 750ml wine, nine $5 small plates
Specials: Trivia Mon/Tue/Wed 7:30pm by location; bar bingo 7-9pm at several locations; 19th Hole golf-scorecard special
Bradenton, FL

Beach Club Siesta Key

Bar · Siesta Key · $$

Long-running beachside seafood and BBQ restaurant and bar on Siesta Key advertising live music daily.

Happy hour: Promoted on site; times and deals not listed
Live music: Advertised live music 7 days a week; calendar on site
Hours: Sun-Wed 11am-11pm; Thu-Sat 11am-2am
5151 Ocean Blvd, Sarasota, FL 34242

Daiquiri Deck - South Siesta Key

Bar · Siesta Key · $$

Stickney Point location of the Daiquiri Deck frozen-drink bar with daily live acts and an upstairs deck.

Live music: Daily entertainment, usually 4pm (Nov 2026 calendar)
1250 Stickney Point Rd, Siesta Key, FL 34242

Hotels in Sarasota & Anna Maria

Lido Beach Resort

Hotel · Lido Key · $$$

Pet-friendly Gulf-front resort with balcony rooms, kitchen suites and the eighth-floor Drift restaurant.

700 Ben Franklin Dr, Sarasota, FL 34236

Cirque St. Armands Beachside

Hotel · Lido Key · $$$

Circus-themed 135-room Opal hotel near Lido Beach and St. Armands Circle with a heated pool.

233 Ben Franklin Dr, Sarasota, FL 34236

Hotel Venezia (Ramada by Wyndham)

Hotel · Venice · $$

146-room Venice hotel near the beaches and Main Street, with a heated pool, restaurant and free parking.

425 US 41 Bypass N, Venice, FL 34285

SpringHill Suites Bradenton Downtown/Riverfront

Hotel · Downtown Bradenton · $$

Pet-friendly riverfront Marriott hotel by the Bradenton Riverwalk and Gulf Islands Ferry, with a pool.

102 12th St W, Bradenton, FL 34205

The Resort at Longboat Key Club

Hotel · Longboat Key · $$$$

Beachfront resort on Longboat Key with golf, tennis, a spa, Gulf views and dining.

220 Sands Point Rd, Longboat Key, FL 34228

Zota Beach Resort

Hotel · Longboat Key · $$$

Beachfront Longboat Key resort with 187 rooms and suites, many with Gulf views.

4711 Gulf of Mexico Dr, Longboat Key, FL 34228

The Ritz-Carlton, Sarasota

Hotel · Downtown Sarasota · $$$$

Downtown Sarasota resort with 276 rooms and suites, a spa, an 18-hole golf course and access to a Lido Key beach club.

1111 Ritz-Carlton Drive, Sarasota, FL 34236

Hyatt Regency Sarasota

Hotel · Downtown Sarasota · $$$

Bayfront downtown Sarasota hotel with 294 rooms and a private marina.

1000 Boulevard of the Arts, Sarasota, FL 34236

Siesta Key Beach Resort & Suites

Hotel · Siesta Key · $$

Siesta Key resort offering studios and one- and two-bedroom suites around a pool area.

5311 Ocean Blvd, Siesta Key, FL 34242

Golf & tee times in Sarasota & Anna Maria

Bobby Jones Golf Club

Golf · Sarasota

Complex with 18-hole American and British courses and a 9-hole executive course.

1000 Circus Blvd, Sarasota, FL 34232

PopStroke Sarasota

Golf · Sarasota (UTC)

Tiger Woods-designed putting-course entertainment venue listed on PopStroke's locations page.

195 University Town Center Dr, Sarasota, FL

Fishing charters & piers in Sarasota & Anna Maria

Venice Fishing Pier

Fishing · Venice

City of Venice Gulf fishing pier that local news reports fully reopened in late September 2025 after hurricane repairs; hours and fees are on the City of Venice site.

1600 Harbor Dr S, Venice, FL 34285

Diving & snorkeling in Sarasota & Anna Maria

Florida Underwater Sports

Diving · Sarasota

Dive shop with PADI courses, gear rental and service, air/nitrox fills, and 2- and 3-tank charters to reefs, ledges and wrecks.

6920 South Tamiami Trail, Sarasota, FL 34231

Boat tours & water fun in Sarasota & Anna Maria

Sea Life Kayak Adventures - Lido Key Mangrove Tunnels

Water · Lido Key

Guided kayak tours and rentals through the Lido Key mangrove tunnels, launching from Ted Sperling Park.

Ted Sperling Park, 190 Taft Dr., Sarasota, FL

LeBarge Tropical Cruises

Water · Downtown Sarasota (Marina Jack) · From $45

Two-hour Sarasota Bay cruises including a morning dolphin & manatee watch, afternoon sightseeing & nature cruise, and evening tropical sunset cruise.

Season & rules: Dolphin cruise 11am; sightseeing 2pm; sunset 6:30pm
2 Marina Plaza, Sarasota, FL 34236

Siesta Key Watersports - Parasailing

Water · Sarasota (Siesta Key) · From $99/person

Parasail flights on about 1,000-1,200 feet of line; riders must be at least 5 and weight limits are set by the captain.

5253 S Tamiami Trl, Sarasota, FL 34231

Siesta Key Watersports - Jet Ski Tours

Water · Sarasota (Siesta Key) · $240 (includes fuel)

Two-hour guided morning or sunset jet ski tours to wildlife spots; drivers 16+ with photo ID, boater safety card required if born after Jan 1, 1988.

5253 S Tamiami Trl, Sarasota, FL 34231

Tours & adventures in Sarasota & Anna Maria

TreeUmph! Adventure Course

Tour · Bradenton (Lakewood Ranch area)

Treetop adventure course with zip lines and a separate Ape Up children's course; booking online recommended to secure an arrival time.

21805 E. State Road 70, Bradenton, FL 34202

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