Water Activities in Summerland Key, FL

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

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

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

Learn to snorkel with an experienced captain in the Florida Keys

See Key West sights and local history from the water without getting wet

Reach Key West sandbars for soft white sand and clear water

Choose a Key West charter that pairs snorkeling with a sandbar stop and dolphin viewing

Two reef snorkel stops with a seafood boil and open bar

Spend the day at a Key West sandbar aboard the 53-foot tiki boat Lazy Lady

Sail to a coral reef with snorkeling gear, instruction, and complimentary drinks

Sail to the Florida Keys Reef for guided snorkeling, lunch, and drinks

Sail into Key West’s sunset with complimentary drinks on board

Go beyond snorkeling with a guided SNUBA® tour—no certification needed

Snorkel, visit a sandbar, and relax aboard a private center-console charter

Explore Looe Key Reef with guided diving options and time at the sandbar

Private catamaran cocktails with a full open bar

Evening catamaran cruise with craft drinks and island music

Explore Florida Keys reefs on a semi-private two-dive charter