things to do in Summerland Key, FL

Fish offshore, reefs, and wrecks with lighter tackle from a center-console boat

Five bar stops, drinks, contests and a souvenir T-shirt

Follow ghostly lore on an adults-only evening walk

Private tiki boat time for swimming, floating, and relaxing with your crew

Cast off aboard an air-conditioned sportfishing boat

Head offshore aboard an air-conditioned sportfishing boat for a private day on the water

Cast off aboard an air-conditioned sportfishing boat

Tailor a local introduction to Key West’s history and attractions

Private Overseas Highway road trip with time to explore Key West

Explore the Florida Keys with aquarium entry, lunch, and scenic island stops

Explore the South Keys with dolphins, island scenery, and a picnic lunch

Explore island wildlife, historic bridges, and Bahia Honda State Park

Island-hop to three Lower Keys tiki bars with van transport and party favors

Explore Key West with a private Overseas Highway drive from Marathon

Ride the Overseas Highway with a local guide and free time to explore Key West

Swim, snorkel, and unwind at secluded Florida Keys sandbars

Fish patch reefs and bridges with gear, licenses, and catch cleaning included

Fish sunken wrecks with jigging and trolling techniques

Chase tuna, mahi-mahi, sailfish, wahoo, and grouper in Marathon's deep waters

Stretch out across teak decks, lounges, and a spacious salon on the water

Cruise aboard a sleek Sea Ray with a bright, high-end cabin

Sail into the evening aboard a sleek Sea Ray 420 Sundancer

Cast for big fish with a seasoned Key West captain

Fish South Florida waters with Captain Magnus aboard the Ultra Grand Slam