Lei'd Back Charters: private boat charters on Sarasota Bay

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).

Tours and prices

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.

Book the Sunset on the Beach

Sunset Cruise: $350

  • 2 hours · Departs about 1 hr 45 min before sunset
  • $350 for the whole private boat, up to 6 guests
  • Best for: Couples and families

A relaxing cruise along Sarasota Bay past waterfront homes and wildlife, stopping to watch the sunset at Midnight Pass.

Book the Sunset Cruise

Sightseeing Cruise: $300

  • 2 hours · 8–10am or 11am–1pm
  • $300 for the whole private boat, up to 6 guests
  • Best for: Wildlife and kids

Keep a lookout for dolphins, manatees, birds and fish while taking in the beauty of Sarasota Bay.

Book the Sightseeing Cruise

Sandbar / Beach Day: $450

  • 3 hours · 11am–2pm
  • $450 for the whole private boat, up to 6 guests
  • Best for: Beach lovers

Skip the beach traffic and parking. Cruise across the Intracoastal to Midnight Pass with floats, masks and snorkels.

Book the Sandbar / Beach Day

Sandbar + Sightseeing: $600

  • 4 hours · 11am–3pm
  • $600 for the whole private boat, up to 6 guests
  • Best for: A full day out

A scenic cruise to one of Sarasota's pristine sandbars. Relax, soak up the sunshine and enjoy the serene surroundings of the bay.

Book the Sandbar + Sightseeing

Tiki Tour: $600

  • 4 hours · 11am–3pm
  • $600 for the whole private boat, up to 6 guests
  • Best for: Friend groups

Cruise the Intracoastal with stops at two hand-picked waterfront tiki bars and restaurants, finishing at Evie's On the Bay.

Book the Tiki Tour

What's included

  • USCG-licensed captain
  • Fuel
  • Bluetooth
  • Cooler with ice & water
  • Floats, masks & snorkels
  • Life jackets

Your captains

  • Captain Kelly: USCG 25-Ton Master, Born and raised in Sarasota, Sarasota County Chapter CCA
  • Captain Joe: USCG 100-Ton Master, 5 years managing Walt Disney World’s fishing department, FWC conservation partner

Meet the captains

Cancellation and weather policy

  • More than 48 hours: full refund
  • Within 48 hours: non-refundable
  • Weather cancellations by the captain: reschedule or full refund

Frequently asked questions

What is your weather and cancellation policy?

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.

How many guests can come aboard?

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.

Where do we board, and what are the parking arrangements?

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.

Can we bring our own food, snacks, and alcohol?

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.

What should we bring with us?

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.

Are children permitted, and do you supply life jackets?

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.

Contact

Call or text 941-745-8500 · Email hello@leidbackchartersfl.com

Departs Spanish Point Tiki Bar and Restaurant, 135 Bayview Dr, Osprey, FL 34229 (directions).

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