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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.

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

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 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 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.

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.

420 St Armands Cir, Sarasota, FL 34236

Cafe L'Europe

Restaurant · St. Armands Circle · $$$

Long-standing European-style restaurant on St. Armands Circle, a classic choice for an upscale dinner.

St. Armands Circle, 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.

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.

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.

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.

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.

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.

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.

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.

Longboat Key, FL

Fins at Sharky's

Restaurant · Venice · $$$

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

1600 Harbor Dr S, Venice, FL 34285

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.

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.

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.

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.

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.

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.

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.

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.

Bradenton, FL

Gecko's Grill & Pub

Bar · Bradenton / Sarasota · $$

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

Bradenton, FL

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

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