7 Favorite Places to Shop in Siesta Key Village

Melissa Gissinger
December 19, 2022

Most of Siesta Key's best shopping sits within a few blocks of Ocean Boulevard in Siesta Key Village. CB's Saltwater Outfitters has operated there since 1959, and the strip also covers clothing boutiques, a surf and skate shop, and several t-shirt and souvenir stores.

Shop	Category	Address
Island Trader Boutique	Clothing	5212 Ocean Blvd, Siesta Key, FL 34242
Foxy Lady Siesta Key	Women's clothing	209 Beach Rd, Sarasota, FL 34242
Gidget's Coastal Provisions	Gifts and jewelry	5242 Ocean Blvd, Siesta Key, FL 34242
CaliFlorida Skate & Surf Shop	Surf and skate gear	5221 Ocean Blvd Unit 4, Siesta Key, FL 34242
Siesta T's	T-shirts and souvenirs	5239 Ocean Blvd E, Sarasota, FL 34242
Beach Bazaar	Beachwear and novelty	5211 Ocean Blvd, Sarasota, FL 34242
CB's Saltwater Outfitters	Outerwear, boat and gear rentals	1249 Stickney Point Rd, Siesta Key, FL 34242

Siesta Key's retail strip runs mostly along Ocean Boulevard, with upscale boutiques, gift shops, and outdoor outfitters within easy walking distance of each other. Park near Ocean Boulevard for the most stores within a short walk.

Top shops on Ocean Boulevard

Island Trader Boutique

Address: 5212 Ocean Blvd, Siesta Key, FL 34242
Hours: vary seasonally; call ahead
Known for: hand-crafted, Italian-influenced clothing

Island Trader carries casual wear, formal attire, and beachwear across a range of sizes, with a storefront directly on Ocean Boulevard.

Foxy Lady Siesta Key

Address: 209 Beach Rd, Sarasota, FL 34242
Hours: vary seasonally; call ahead
Known for: women's dresses, skirts, shorts, and tops

This shop sits just off Ocean Boulevard on Beach Road and focuses on colorful, island-style women's fashion.

Gidget's Coastal Provisions

Address: 5242 Ocean Blvd, Siesta Key, FL 34242
Hours: vary seasonally; call ahead
Known for: jewelry, gifts, and souvenirs

Housed in the boulevard's blue building, Gidget's is a general-store style shop with a large selection of small gifts and trinkets.

CaliFlorida Skate & Surf Shop

Address: 5221 Ocean Blvd Unit 4, Siesta Key, FL 34242
Hours: vary seasonally; call ahead
Known for: custom surfboards and paddleboards, surf and skate wear

CaliFlorida stocks gear for surfing, water skiing, tubing, and skating, for kids through adults.

T-shirts and souvenirs

Siesta Key has several t-shirt and souvenir shops, and a few offer custom screen printing.

Siesta T's

Address: 5239 Ocean Blvd E, Sarasota, FL 34242
Hours: vary seasonally; call ahead
Known for: signature Siesta Key t-shirts and tank tops, Pure Candle Company candles

Siesta T's carries a range of shirt styles and slogans, plus candles from Pure Candle Company that aren't carried elsewhere on the boulevard.

Beach Bazaar

Address: 5211 Ocean Blvd, Sarasota, FL 34242
Hours: vary seasonally; call ahead
Known for: novelty t-shirts, RVCA skate shirts, swimwear, sunglasses, sandals

Beach Bazaar is a larger emporium-style shop with an emphasis on beach gear and novelty items at accessible prices.

CB's Saltwater Outfitters

Address: 1249 Stickney Point Rd, Siesta Key, FL 34242
Hours: 7am to 6pm, daily
Known for: outerwear, boat, jet ski, and golf cart rentals

Open since 1959, CB's describes itself as Siesta Key's largest on-the-water bait and tackle shop, and it's also one of the area's larger rental operators for boats and watersports gear.

Source: CB's Saltwater Outfitters, official site.cbsoutfitters.com

FAQs

Where is most of the shopping on Siesta Key?

Most shops are concentrated along Ocean Boulevard in Siesta Key Village, within walking distance of each other, including boutiques, souvenir shops, and CB's Saltwater Outfitters on nearby Stickney Point Road.

What's the oldest shop on this list?

CB's Saltwater Outfitters has operated on Siesta Key since 1959, making it the longest-running business among the shops here.

Can I rent boats or watersports gear on Siesta Key?

Yes. CB's Saltwater Outfitters rents boats, jet skis, and golf carts in addition to selling outerwear and gear.

Shopping for a new home?

If you are browsing the homes for sale in Siesta Key, give Realtor® Melissa Gissinger a call today. Her local market insight can connect you to the right home, and when you're visiting Siesta Key, the shops on Ocean Boulevard and beyond are worth the stop too.