Best results for Holmes Beach Florida

Chart your own Gulf Coast day with island stops and swimming

Create your own island-hopping cruise with a local captain

Practice yoga on a paddleboard and connect with nature in a tranquil setting.

Explore mangrove tunnels by kayak or paddleboard with experienced guides in Neal Preserve.

A private sunset cruise with Gulf views, wildlife searching, and a possible sandbar stop

Customize a private 3–6 hour cruise to Egmont or Passage Key with snorkeling and sightseeing led by experienced captains

Cruise into the evening and watch the sunset from the water

Private 2-hour sunset cruise to spot dolphins in Sarasota Bay

Watch the sunset on a sea horse ride on Palma Sola Causeway

Enjoy a self-guided paddle adventure with a versatile inflatable board.

Ride the latest 3-seater jet skis and enjoy hassle-free fun on the water.

Cruise into the Florida sunset with a US Coast Guard licensed captain

Design a private day of fishing, snorkeling, and sandbar stops

Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping

Cruise Anna Maria Island by captained tritoon with room for up to 6

Cruise Anna Maria waters with shade, GPS, and room to relax

Set sail with live Jimmy Buffett tribute music aboard River Skipper II

Paddle to Shell Key Preserve for a 4-hour sandbar kayak tour

Paddle Shell Key Preserve at sunset with a guided kayak tour

Paddle Shell Key after dark in a clear LED-lit kayak

Rent a 20' center console for fishing or cruising, rated for up to 6

Taste Sarasota’s food scene with chef-selected pairings and local stories

Cruise, swim, and unwind aboard a private Yellowfin charter

Rent a pedal kayak and explore Sarasota Bay with all gear and safety equipment included.