10-day Key West itinerary
A ready-made 10-day sightseeing plan for Key West — top-rated attractions, one morning-to-evening schedule per day. Use it as-is or as a starting point; every stop links to full details, hours, and fees. Hungry? Pick your own spot to eat — we don't bake that decision into the plan for you.
1Day 1
- 9:00 AM2–4 hr stay

3841 North Roosevelt Boulevard, Key West
Experience premier backcountry and offshore charter fishing guided by expert captains.
- 1:30 PM1–2 hr stay

624 White Street, Key West
Celebrate island storytellers, literary walks, and annual January writer workshops.
- 4:15 PM2–4 hr stay

231 Margaret Street, Key West
Sail Key West waters for wild dolphin watching and sunset snorkeling
2Day 2
- 9:00 AM2–4 hr stay

231 Margaret Street, Key West
Experience sustainable dolphin watching and kayak tours in scenic Key West
- 1:30 PM1–2 hr stay

Florida, key west
Explore remote island history and vibrant marine life at Dry Tortugas.
- 4:15 PM2–4 hr stay

201 William Street, Key West
Explore Key West's historic harbor featuring waterfront dining, shopping, and watersports.
3Day 3
- 9:00 AM2–4 hr stay

1316 Duval Street, Key West
Explore unique crystals, candles, and spiritual items in central Key West
- 1:30 PM1–2 hr stay

1316 Duval Street, Key West
Step into a warm glass dome filled with free flying tropical butterflies
- 4:15 PM2–4 hr stay

533 Eaton Street, Key West
Key West's vibrant arts center showcasing gallery exhibits, music, and workshops
4Day 4
- 9:00 AM2–4 hr stay
Duval Street4.7Duval St, Key West
Key West's famous commercial street buzzing with shops, dining, and nightlife
- 1:30 PM1–2 hr stay

420 Wall Street, Key West
Key West's iconic waterfront plaza famous for its nightly sunset celebration
- 4:15 PM2–4 hr stay

420 Wall Street, Key West
Experience Key West's iconic nightly festival celebrating sunset and local arts.
5Day 5
- 9:00 AM2–4 hr stay
The Rum Bar4.71117 Duval Street, Key West
A cozy Duval Street haven serving craft rum cocktails and flights
- 1:30 PM1–2 hr stay

Florida 33043, big pine key
Enjoy pristine tropical beaches, historic bridge vistas, and clear turquoise waters.
- 4:15 PM2–4 hr stay

601 Howard England Way, Key West
Explore Civil War history and scenic beaches in Key West.
6Day 6
- 9:00 AM2–4 hr stay

601 Whitehead Street, Key West
An iconic Key West dive bar famous for live music and great beer.
- 1:30 PM1–2 hr stay

701 Passover Lane, Key West
Explore a historic 19-acre island sanctuary filled with quirky, memorable epitaphs.
- 4:15 PM2–4 hr stay

938 Whitehead Street, Key West
Historic coastal beacon offering panoramic 360-degree views of Key West
7Day 7
- 9:00 AM2–4 hr stay

281 Front Street, Key West
Explore local heritage and fine art inside a historic brick landmark
- 1:30 PM1–2 hr stay

Whitehead St, Key West
Explore vibrant coral reefs and marine life on guided Key West snorkeling trips.
- 4:15 PM2–4 hr stay
Sunset Pier4.60 Duval Street, Key West
Iconic Key West dockside eatery offering tropical cocktails and sunset views
8Day 8
- 9:00 AM2–4 hr stay

907 Whitehead Street, Key West
Explore Ernest Hemingway's historic Key West home and famous six-toed cats
- 1:30 PM1–2 hr stay

111 Front Street, Key West
Step inside Florida's only presidential museum and Harry Truman's winter retreat
- 4:15 PM2–4 hr stay

205 Whitehead Street, Key West
Explore historic Key West architecture and art in lush tropical gardens
9Day 9
- 9:00 AM2–4 hr stay

3501 South Roosevelt Boulevard, Key West
Discover Civil War history and folk art inside a historic fortress.
- 1:30 PM1–2 hr stay

100 Grinnell Street, Key West
High speed passenger ferry service connecting southwest Florida to Key West
- 4:15 PM2–4 hr stay

200 Greene Street, Key West
Discover sunken treasure and Spanish shipwreck history in historic Key West
10Day 10
- 9:00 AM2–4 hr stay

322 Duval Street, Key West
Step back in time at South Florida's oldest surviving historic residence.
- 1:30 PM1–2 hr stay

201 Duval Street, Key West
Historic Duval Street bar with live music, cold drinks, and Hemingway ties.
- 4:15 PM2–4 hr stay

1400 Whitehead Street, Key West
An iconic photo spot marking the southernmost point in Key West
Want more options? Browse things to do in Key West, places to eat, or the full Key West vacation guide.