Sunset on the Beach: $300
- 2 hours · Timed to sunset
- $300 for the whole private boat, up to 6 guests
- Best for: Date night
Don't want to cruise, just want to chill? Take the boat to Midnight Pass, hang out on the beach and watch the sun set.
Private tritoon charters on Sarasota Bay for up to six: sandbar swimming, dolphin watching, tiki bar stops and golden-hour sunsets, with a USCG Master Captain at the helm.
Every charter is private to your group of up to 6 guests on our 2026 22' Barletta tritoon, departing Spanish Point Tiki Bar and Restaurant, 135 Bayview Dr, Osprey, FL 34229. Private charters can start any half hour from 8:00 AM–7:30 PM, and dock pick-up is available on request.
Rated 5.0 on Google from 36 reviews (Google reviews as of September 2026).
Don't want to cruise, just want to chill? Take the boat to Midnight Pass, hang out on the beach and watch the sun set.
A relaxing cruise along Sarasota Bay past waterfront homes and wildlife, stopping to watch the sunset at Midnight Pass.
Keep a lookout for dolphins, manatees, birds and fish while taking in the beauty of Sarasota Bay.
Skip the beach traffic and parking. Cruise across the Intracoastal to Midnight Pass with floats, masks and snorkels.
A scenic cruise to one of Sarasota's pristine sandbars. Relax, soak up the sunshine and enjoy the serene surroundings of the bay.
Cruise the Intracoastal with stops at two hand-picked waterfront tiki bars and restaurants, finishing at Evie's On the Bay.
Florida weather can change rapidly, and your safety and comfort are our top priorities. Captain Kelly and Captain Joe continuously monitor marine radar and water conditions. If a charter must be called off due to unsafe weather (such as lightning, high winds, or heavy sustained storms), we will gladly reschedule your outing or issue a 100% full refund. For guest cancellations, full refunds are provided when cancelled more than 48 hours in advance. Full details are in our Terms of Service.
Our 22' Barletta tritoon carries up to six (6) guests. Federal law limits our boat to six passengers, counting children and infants, so there's always room to stretch out.
Every charter leaves from Spanish Point Tiki Bar, 135 Bayview Dr, Osprey. Directions and parking details come with your booking confirmation. We also offer custom dockside pick-up and drop-off at private waterfront residences, rental properties, and waterfront restaurants throughout Sarasota, Siesta Key, and the surrounding waters upon request.
Absolutely! You are welcome to bring whatever food, snacks, and beverages (including beer, wine, and cocktails) you'd like. We provide a large onboard cooler loaded with clean ice and complimentary bottled waters. No glass, please: cans or reusable containers only.
We suggest towels, sunglasses, hats, swimwear, and sunscreen (lotion or non-aerosol formulas are preferred, as spray sunscreen can make boat decks slippery). Feel free to also bring your favorite playlist to connect directly to our onboard Bluetooth sound system.
Yes, children of all ages are warmly welcomed aboard! We carry all required USCG-approved safety equipment, including life jackets for adults and properly fitted vests for children and youths. Our rule: children under 6 wear a Coast Guard-approved life jacket whenever the boat is moving.
Call or text 941-745-8500 · Email hello@leidbackchartersfl.com
Departs Spanish Point Tiki Bar and Restaurant, 135 Bayview Dr, Osprey, FL 34229 (directions).