Key West is full of history, wildlife, beaches, and world-class boating experiences. As a family that has lived and fished here for many years, we created this local's guide to the best things to do in Key West. It includes famous sights and amazing days on the water. If you're still deciding whether Key West is right for you, this guide breaks down what to expect.
Insider Tip
Get Out on the Water – Key West's Top Outdoor Adventures
Private or Shared Fishing Charters
Fishing is one of the top things to do in Key West. Options include private charters (best for families, groups & corporate trips) and shared/split charters (great for singles, couples, or budget-friendly options).
Catches vary by season and may include mahi, tuna, sailfish, tarpon, snapper, grouper, and more. We offer both private and shared trips to match any group size or fishing experience.
Shark Fishing in Key West
Shark fishing remains one of the most exciting and highest-rated activities in Key West. You may see lemon sharks, blacktips, nurse sharks, and bulls (seasonal).
Shark Fishing
Marquesas Keys Historic Tour & Light Tackle Combo
If you want a truly unique experience, this one should be on your list. On our light tackle boat Blue Cowboy, we run a Marquesas Key historical tour + fishing combo that includes scenic backcountry cruise, local history & storytelling, and light tackle action on flats, channels & wrecks.
This remote island ring is one of the coolest, least-visited areas near Key West.
Dolphin Watching & Wildlife Backcountry Tours
A calm and relaxing trip, ideal for families. Tours often include watching Key West's resident wild dolphins, snorkeling in shallow, clear water, and cruising through beautiful backcountry channels.
Sunset Sails & Party Catamarans
A Key West sunset is legendary. You can choose quiet, intimate sailing charters, or large party catamarans with music, drinks & energy. Either option is a signature Key West experience.
Top Land-Based Attractions in Key West
Key West Butterfly & Nature Conservatory
A tropical, air-conditioned walkthrough filled with butterflies, birds, and flamingos. One of the best family-friendly attractions in Key West.
Key West Aquarium
Historic, educational, and close to Mallory Square. Features touch tanks and exhibits on native Keys marine life.
Ernest Hemingway Home & Museum
Explore Hemingway's former residence, full of history, memorabilia, and the famous six-toed cats.
Did You Know?
Blue Heaven Restaurant
Iconic Key West dining in a colorful courtyard with great food and a fun island vibe.
Fort Zachary Taylor State Park
A combination of history and one of the best beaches in Key West. Ideal for swimming, relaxing, and snorkeling.
Dry Tortugas National Park
A full-day ferry or seaplane adventure to Fort Jefferson, clear water, and incredible snorkeling. One of Florida's most unique destinations.
Classic Old Town Favorites
- Southernmost Point Buoy
- Duval Street
- Harry S. Truman Little White House
- Key West Historic Seaport/Harborwalk
These stops are easy to explore in a single afternoon.
Beaches, Parks & Family-Friendly Activities
Fort Zachary Taylor Beach
Natural beach with clear water, shade, and great snorkeling.
Smathers Beach & Higgs Beach
Wide beaches with paddleboards, chair rentals, and shallow water perfect for families.
Mallory Square Sunset Celebration
Nightly performers, local artists, and perfect sunset views — a classic Key West tradition.
Why a Local Fishing Charter Should Be On Your Key West Itinerary
Our family has operated fishing charters in Key West since the 1960s. We offer private offshore, reef, and inshore charters, shared/split fishing charters, shark fishing adventures, Marquesas Key historical tours on Blue Cowboy, and combo trips (fishing + wildlife + sandbar options).
Being on the water is one of the most authentic ways to experience Key West, and we tailor every trip to your group.
What to Choose Based on Your Group Type
Singles & Couples
Shared charters, shark trips, sunset sails, Old Town exploration.
Families with Kids
Half-day fishing, dolphin tours, Butterfly Conservatory, Aquarium, Fort Zach beach.
Groups, Corporate & Celebrations
Private offshore trips, party catamarans, Marquesas tours, dinner at Blue Heaven.
Suggested 3-Day Key West Itinerary
Day 1
Old Town, Hemingway House, Southernmost Point, sunset at Mallory Square.
Day 2
Fishing charter or shark trip in the morning, Butterfly Conservatory or Aquarium in the afternoon.
Day 3
Fort Zach beach, dolphin watching, evening sunset sail.
Bonus Day
Dry Tortugas National Park day trip.