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

  1. 9:00 AM
    2–4 hr stay

    3841 North Roosevelt Boulevard, Key West

    Experience premier backcountry and offshore charter fishing guided by expert captains.

  2. 1:30 PM
    1–2 hr stay

    624 White Street, Key West

    Celebrate island storytellers, literary walks, and annual January writer workshops.

  3. 4:15 PM
    2–4 hr stay

    231 Margaret Street, Key West

    Sail Key West waters for wild dolphin watching and sunset snorkeling

2Day 2

  1. 9:00 AM
    2–4 hr stay

    231 Margaret Street, Key West

    Experience sustainable dolphin watching and kayak tours in scenic Key West

  2. 1:30 PM
    1–2 hr stay

    Florida, key west

    Explore remote island history and vibrant marine life at Dry Tortugas.

  3. 4:15 PM
    2–4 hr stay

    201 William Street, Key West

    Explore Key West's historic harbor featuring waterfront dining, shopping, and watersports.

3Day 3

  1. 9:00 AM
    2–4 hr stay

    1316 Duval Street, Key West

    Explore unique crystals, candles, and spiritual items in central Key West

  2. 1:30 PM
    1–2 hr stay

    1316 Duval Street, Key West

    Step into a warm glass dome filled with free flying tropical butterflies

  3. 4:15 PM
    2–4 hr stay

    533 Eaton Street, Key West

    Key West's vibrant arts center showcasing gallery exhibits, music, and workshops

4Day 4

  1. 9:00 AM
    2–4 hr stay

    Duval St, Key West

    Key West's famous commercial street buzzing with shops, dining, and nightlife

  2. 1:30 PM
    1–2 hr stay

    420 Wall Street, Key West

    Key West's iconic waterfront plaza famous for its nightly sunset celebration

  3. 4:15 PM
    2–4 hr stay

    420 Wall Street, Key West

    Experience Key West's iconic nightly festival celebrating sunset and local arts.

5Day 5

  1. 9:00 AM
    2–4 hr stay

    1117 Duval Street, Key West

    A cozy Duval Street haven serving craft rum cocktails and flights

  2. 1:30 PM
    1–2 hr stay

    Florida 33043, big pine key

    Enjoy pristine tropical beaches, historic bridge vistas, and clear turquoise waters.

  3. 4:15 PM
    2–4 hr stay

    601 Howard England Way, Key West

    Explore Civil War history and scenic beaches in Key West.

6Day 6

  1. 9:00 AM
    2–4 hr stay

    601 Whitehead Street, Key West

    An iconic Key West dive bar famous for live music and great beer.

  2. 1:30 PM
    1–2 hr stay

    701 Passover Lane, Key West

    Explore a historic 19-acre island sanctuary filled with quirky, memorable epitaphs.

  3. 4:15 PM
    2–4 hr stay

    938 Whitehead Street, Key West

    Historic coastal beacon offering panoramic 360-degree views of Key West

7Day 7

  1. 9:00 AM
    2–4 hr stay

    281 Front Street, Key West

    Explore local heritage and fine art inside a historic brick landmark

  2. 1:30 PM
    1–2 hr stay

    Whitehead St, Key West

    Explore vibrant coral reefs and marine life on guided Key West snorkeling trips.

  3. 4:15 PM
    2–4 hr stay

    0 Duval Street, Key West

    Iconic Key West dockside eatery offering tropical cocktails and sunset views

8Day 8

  1. 9:00 AM
    2–4 hr stay

    907 Whitehead Street, Key West

    Explore Ernest Hemingway's historic Key West home and famous six-toed cats

  2. 1:30 PM
    1–2 hr stay

    111 Front Street, Key West

    Step inside Florida's only presidential museum and Harry Truman's winter retreat

  3. 4:15 PM
    2–4 hr stay

    205 Whitehead Street, Key West

    Explore historic Key West architecture and art in lush tropical gardens

9Day 9

  1. 9:00 AM
    2–4 hr stay

    3501 South Roosevelt Boulevard, Key West

    Discover Civil War history and folk art inside a historic fortress.

  2. 1:30 PM
    1–2 hr stay

    100 Grinnell Street, Key West

    High speed passenger ferry service connecting southwest Florida to Key West

  3. 4:15 PM
    2–4 hr stay

    200 Greene Street, Key West

    Discover sunken treasure and Spanish shipwreck history in historic Key West

10Day 10

  1. 9:00 AM
    2–4 hr stay

    322 Duval Street, Key West

    Step back in time at South Florida's oldest surviving historic residence.

  2. 1:30 PM
    1–2 hr stay

    201 Duval Street, Key West

    Historic Duval Street bar with live music, cold drinks, and Hemingway ties.

  3. 4:15 PM
    2–4 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.