things to do in Sugarloaf Key, FL

Sunday sailing with brunch bites and bottomless mimosas

Explore Key West and Stock Island with free golf cart delivery

Sunset views of Boot Key Harbor and Seven Mile Bridge from the water

Sail turquoise waters as Key West’s sunset colors emerge

Private Key West sunset cruise for up to 6 on the Miss Marie

Cruise Marathon’s waters, then float and paddle at a local sandbar

Charter COWFISH for a Key West sandbar stop and guided snorkel, with snacks and water included

Cruise Key West by private boat with snorkel gear and a sandbar stop

Enjoy a four-hour private cruise to mangrove sandbars with snorkeling, paddle boards, and a catered Cuban lunch.

Comfortable two-passenger scooter to get around the island

Reach offshore snapper and grouper grounds beyond shorter trips

Private 2-hour sunset cruise for up to 6 with captain and crew

Plan a private day on the water with wakeboarding, tubing, and room to relax

Explore Key West and Stock Island with free pickup or delivery

Sightsee around Marathon, then float and paddle at a local sandbar

Create your perfect four-hour Key West boat charter with snorkeling, dolphins, fishing, or beach time.

Customize your day on Key West’s waters with snorkeling, fishing, or island exploring

Pair reef snorkeling with sandbar swimming, paddling, and a Seven Mile Bridge cruise

Private 4-hour kayak, snorkel, and sail trip for up to 6 in Key West

Cruise on a 32' Belzona to relax and float at a Key West sandbar

Discover mangrove islands and pristine sandbars on a comfortable 25-ft Sea Ray with captain and fuel included

Rent a petite 2-passenger scooter for 8 hours to 1 week

Backcountry flats fishing for up to 4 anglers on the ShadowCaster

Customize a private day of fishing, snorkeling, sandbar stops, or island hopping