Yacht Charters in Summerland Key, FL

Island-hop, snorkel, fish, and float on Key West waters

Enjoy turquoise waters, white sand beaches, and food and drinks on a Key West sandbar outing

Tailor a private Caribbean sailing charter for your celebration or getaway

Swim, relax, and island-hop at local sandbars

A discreet, captain-led private escape on Florida Keys waters

Celebrate with champagne, hors d'oeuvres, and sunset views on a private charter

Charter a private yacht for 4 hours with snorkeling or sailing options

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

Reach Key West sandbars for soft white sand and clear water

Explore Fort Jefferson and Key West reefs by private boat

Private catamaran cocktails with a full open bar

Explore remote islands, patch corals, and shipwrecks by charter

Private sandbar charter with dolphin and turtle watching

Cruise to Key West's sandbar for Caribbean water and white-sand beaches

Shape a private yacht charter around your celebration or vacation

Hold a private, personalized farewell at sea with a caring local captain

Choose your yacht for private snorkeling, swimming, and Key West Harbor cruising

Explore Fort Jefferson and the Dry Tortugas aboard a private 37-foot boat

Shape a private reef, wreck, or sandbar outing for your group

Champagne and hors d'oeuvres aboard a classic yacht at sunset

Cruise shallow waters with sandbar stops and onboard comforts

Explore Fort Jefferson and vibrant reefs by private yacht

Private 8-hour sandbar charter for up to 6, with stops at Marvin Key and Snipes Key

Speed across Key West waters for sandbars, swings and wildlife watching