Boat Tours in Big Pine Key, FL

Explore Key West your way aboard a private tiki boat

Explore a secluded sandbar, paddleboard, and end the day with sunset views

See Key West's landmarks from the water without getting wet

Slide, lounge, and explore Key West waters from a double-decker pontoon

Relax on Gulf sandbars aboard a private deck boat

Enjoy extra time to explore and relax on the water

Trade the shore for beach stops, sandbars, and dockside dining

Relax on a private deck boat with a captain and enjoy Key West’s local sandbars

Shape your day on the water around nature, relaxation, and your group's interests

Choose a sandbar or reef outing, weather permitting

Pair waterfront dining with a relaxing sunset cruise

Trade the shore for shallow-water sandbars and a laid-back private cruise

Cruise with your own captain, a sundeck, and your choice of music

Ride a dinghy through Key West mangroves with waterfront bar stops

See Key West's landmarks from the water and catch the sunset with friends or family

Explore beyond the usual routes with a seventh-generation Key West local

Customize your Downtime on a tritoon charter for just 6 guests

Mix backcountry exploration with a relaxed sandbar escape

Make the water your setting for a celebration or a relaxed escape

A private, captain-led evening on the water as the Florida Keys sunset unfolds

Choose your kind of day on the water

Bring your own drinks for a shared ocean charter to a weather-dependent sandbar or reef

Private charter with local captains and flexible sandbar stops

Trade the shore for a laid-back day at Key West’s sandbars