Best 316 things to do in Summerland Key, FL

Pedal at your own pace with convenient delivery, locks, and lights included.

Swim and snorkel at Key West sandbars with a licensed captain and included gear

Explore Key West bars and waters on a private 4-hour charter with a USCG-licensed captain

Choose your boat and learn to sail with a private instructor in Key West

Explore Key West’s most haunted sites with expert guides and real ghost-hunting gear.

Sail, swim, and brunch with bottomless mimosas on SV Argo Navis

Create your own fragrance in a guided Key West perfume class

Private 4-hour snorkel and Boca Grande cruise with sunset finish

Private 4-hour island and sandbar charter from Key West for up to 6

Cruise Key West, grab dockside lunch, and cool off at a nearby sandbar

Cruise the Key West coast at sunset with complimentary champagne and hors d'oeuvres

Private 3–4 hour snorkel charter with two stops and a sunset finish

Private Key West cruise with a Tiki Bar stop and sandbar swim

Swim and sightsee on a 2-hour Key West charter

Sail Key West's clear waters, kayak mangrove islands, snorkel vibrant reefs, and refuel with a buffet lunch—all in one day.

Customize your Key West day on a private boat with snorkeling gear and sandbar stops included

Sail a historic schooner at sunset with wine, beer, and small bites

Sail, snorkel, and kayak on a historic schooner with drinks and snacks included

Charter a private historic schooner sail with drinks and snacks included

Sail a historic schooner, snorkel and kayak, then cruise into the Key West sunset

Private 2-hour sunset sail for up to 30, with wine, beer, and hors d'oeuvres included

Sail to a Key West sandbar with snorkeling, snacks, and sunset views

Private 2-hour Key West sunset cruise for up to 6, with captain and Bluetooth music

Customize your 8-hour Florida Keys fishing charter for your group