Best 768 things to do in Summerland Key, FL

Relax as a private guide reveals Key West’s history, culture, and architecture

Explore Key West's supernatural stories from a cozy pedicab

Walk Key West’s landmarks with local insight from Kino Sandals to the Southernmost Point

Explore Key West’s history, culture, and early industries on a small-group walk

Explore Key West's haunted past with local ghost-hunting experts

Brunch, drinks, and a swim stop aboard a Key West sail

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

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

Explore two living coral reefs with snorkeling gear included

Explore a live reef, relax on Boca Grand sandbar, and look for dolphins

Climb 88 steps for panoramic island views and explore the Keeper’s Quarters Museum

See two floors of art and history at the Custom House

Watch the sunset with private access to the Key West Lighthouse

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

Private Key West schooner charter with snorkeling, kayaking, drinks, and snacks

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