3,794
trips planned by users

Key West trip planner

Create a fully customized
day-by-day itinerary for free

Itinerary Planner
+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close

Key West

Trip Planner USA  /  Florida  /  Florida Keys  /  Key West

Conch Republic

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide. Despite its small size and the fact that only one road connects it to the mainland, the island attracts numerous visitors eager to do their own thing. Key West remains immune to the pitfalls of mass tourism and offers simple pleasures long forgotten by big-name vacation resorts. On this little bit of land, you can set your clock to island time: spend your vacation snorkeling the clear waters by day and exploring the main street's bars and restaurants by night. Key West is in Florida Keys. Our United States journey builder tool combines visitor reviews with your personal interests to make an itinerary informed by experts, but tailored to suit your style.
Create a full itinerary — for free!

Plan your trip to Key West

  • Get a personalized plan

    A complete day-by-day itinerary
    based on your preferences
  • Customize it

    Refine your plan. We'll find the
    best routes and schedules
  • Book it

    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it

    Everything in one place.
    Everyone on the same page.

Where to stay in Key West

To explore the best of what Key West has to offer on foot, stay near Old Town, a picturesque neighborhood famous for its streets lined with tropical trees and gardens. Most hotels in this area feature rooftop decks, where you can meet friends for cocktails and enjoy ocean views at sunset. If you don't mind driving to where most of the action is, consider staying at a budget-priced inn or bed and breakfast on the eastern end of the island.
Millions of travel reviews on TripAdvisor
2 adults
Adults (12 +)
- +
Children (2-11)
- +
Infants (Under 2)
- +
Close

Recently planned trips to Key West

25 days in United States BY A USER FROM UNITED ARAB EMIRATES April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, slow & easy, popular & hidden gems PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 14 days in Florida Keys BY A USER FROM UNITED STATES April, culture, outdoors, relaxing, romantic, beaches, historic sites, hidden gems PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites ATTRACTION STYLE: Hidden gems PACE: Medium 24 days in United States BY A USER FROM AUSTRALIA July, fast-paced, popular & hidden gems PREFERENCES: July ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 8 days in East Coast of USA BY A USER FROM UNITED STATES January, culture, outdoors, historic sites, museums, popular sights PREFERENCES: January, culture, outdoors, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 51 days in United States BY A USER FROM AUSTRALIA May, historic sites, museums, popular & hidden gems PREFERENCES: May, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Medium 6 days in Florida BY A USER FROM UNITED STATES April, popular sights PREFERENCES: April ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Florida BY A USER FROM UNITED STATES March, kids, popular sights PREFERENCES: March, kids ATTRACTION STYLE: Popular sights PACE: Medium 3 days in Florida Keys BY A USER FROM UNITED STATES June, romantic, beaches, slow & easy, popular & hidden gems PREFERENCES: June, romantic, beaches ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 4 days in United States BY A USER FROM UNITED STATES December, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife, popular & hidden gems PREFERENCES: December, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 10 days in Florida BY A USER FROM UNITED STATES December, outdoors, relaxing, beaches, popular sights PREFERENCES: December, outdoors, relaxing, beaches ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Florida BY A USER FROM UNITED STATES January, popular sights PREFERENCES: January ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Florida BY A USER FROM UNITED STATES July, outdoors, romantic, historic sites, popular sights PREFERENCES: July, outdoors, romantic, historic sites ATTRACTION STYLE: Popular sights PACE: Medium
View more plans