Outdoor Activities
Spending time outdoors and on the water is why over a million people venture to Siesta Key each year. Sunshine and average temperatures in the 70s and 80s provide ideal conditions for sun bathing, bicycling, or a stroll on the beach. Enjoy an afternoon of fishing, paddle boarding, kayaking, or jet skiing. At the end of the day enjoy a sunset cruise.
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Kathleen D Sailing Catamarans
Kathleen D Sailing offers public, private and corporate captained catamaran sailing charters. Morning, day and sunset sails. Book your memorable …
Cruisin' Tikis Sarasota
Cruisin’ Tikis Sarasota offers Fun Tiki Cruises in beautiful Sarasota, Florida including Siesta Key, Sarasota Bay, the Intracoastal Waterway, Lido …
Parasail Siesta
Parasail Siesta is the area's premier ONLY parasail operation on Siesta Key. Safety is our number one concern. Our experienced …
Sun Served Bespoke Picnics & Gifts
Luxury picnics, proposal, micro-wedding, room decor, custom experiences, thoughtful gifts, flowers, breakfast box - designed for presence and connection in …
The Miss Venice Deep Sea Fishing
Our 18-passenger boat with restroom and air-conditioned cabin offers shark tooth discovery, sea life viewing, fish and crab trap pulling, …
Private Custom Charters
Going on a cruise is a completely different experience. When you hire us, you can enjoy your cruise experience to …
Kayaking SRQ Tours & Rentals
Welcome to Kayaking SRQ. It would be our pleasure to guide you through Sarasota’s hidden gem, the mangrove tunnels. Or …
Key Life Charters
Private boat charters for your group of up 6 passengers. We give you the opportunity to experience Sarasota and the …
Key Sailing Charters
Sail the 41’ yacht, “Key Breeze,” with the actual key to the city onboard! Personalized dolphin and sunset charters with …
Safe Harbor Siesta Key Boat Rentals
We balance convenient full-service facilities with personalized concierge boating experience. Spend your day on Sarasota’s waterways exploring local sand bars …
CB's Saltwater Outfitters Boat Rentals & Fishing Charters
Since 1959, CB’s Saltwater Outfitters is Siesta Key's largest on-the-water bait & tackle shop that offers boat rentals, fishing charters, …
TPC Prestancia Private Golf, Sports & Social Club
TPC Prestancia is Sarasota's private golf and social club. Memberships available. Golf by the Gulf, minutes from Siesta Key. Exclusive, …
Freedom Boat Club
We're the world’s largest boat club with reciprocal access to 400+ locations. With concierge-level support, we take care of everything …
Abbott's Family Charters
Hop on board Abbott's Family Charters for a hands-on day exploring Sarasota's diverse fishing grounds! Captain Greg Abbott has been …
Smugglers Cove Adventure Golf
Smugglers Cove Adventure Golf courses feature 18 Holes of adventure style golf in which you’ll navigate through caves, pirate ships, …
Siesta Key Watersports
Siesta Key Watersports is the only full-service watersports company servicing Siesta Key, Sarasota, and Venice. Three great locations! Voted #1 …