Tours And Adventures in Big Pine Key, FL

Walk Key West’s Hemingway haunts with three food tastings

Walk Old Key West’s Jimmy Buffett stops, with Key lime pie and a drink included

Walk Hemingway’s Old Town haunts with a guide in 65 minutes

Sail offshore from Key West and snorkel among tropical marine life

Customize a private day on the water with snorkeling and onboard lunch

Sail Key West waters with drinks, onboard gear, and a freshwater rinse

Toast the sunset with champagne aboard a private 47-foot sloop

Fish Key West’s shallow waters with light tackle and local expertise

Fish and relax at Florida Keys sandbars with light tackle and live bait

Chase seasonal offshore species with live bait and light tackle

Relax as a private guide reveals Key West’s history, culture, and architecture

Explore Key West's supernatural stories from a cozy pedicab

Walk Key West’s landmarks with local insight from Kino Sandals to the Southernmost Point

Explore Key West’s history, culture, and early industries on a small-group walk

Walk Key West’s historic streets and uncover the stories behind its landmark buildings

Private Key West sunset sail with your music and a flexible start time

Sail Key West waters on a private 4-hour charter for up to six guests

Spend a full day sailing from Key West with up to 6 guests

Sail, snorkel, and explore Key West waters on your private catamaran

Sail Key West’s reefs, barrier islands, and mangroves

Tailor a private Caribbean sailing charter for your celebration or getaway

Shape a private yacht charter around your celebration or vacation

Tailor a luxury vessel day with fishing, swimming and waterfront fun

Relax on a captain-led deck boat escape to a local Florida Keys sandbar