Pensacola trip planner

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

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

Pensacola

Trip Planner USA  /  Florida  /  Florida Panhandle  /  Pensacola

Western Gate to the Sunshine State

Surrounded on three sides by water, Pensacola offers access to white-sand beaches and emerald-green ocean unspoiled by large resorts. Located at the western tip of the Florida Panhandle, this city of about 50,000 draws ocean-lovers with prime fishing and boating in an area protected as a National Seashore. The downtown and surrounding areas feature historical buildings, seafood restaurants, and congenial pubs. Museums in and around town detail the region's rich naval history. Make the most of your holiday in Pensacola by finding out about its attractions and choosing what to see using our United States road trip tool .
Create a full itinerary — for free!

Plan your trip to Pensacola

  • 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 Pensacola

You'll find places to stay throughout Pensacola, but reserve a place downtown for the best local atmosphere and access to nearby beaches. Downtown Pensacola is on the water, and it features a collection of inns and bed and breakfasts in historical buildings and upscale tower hotels. The national chain hotels and motels along Interstate 10 by the Davis Highway and Pensacola Blvd. exits provide budget-friendly options within driving distance of downtown. It might be tempting to choose one of the budget motels along Highway 90 just west of downtown, but these reside in a rundown area. If you're arriving to spend most of your time by the ocean, stay on Pensacola Beach or Perdido Key, which sit just outside the city limits.
Live like a local, find unique places to stay
Millions of travel reviews on TripAdvisor

Recently planned trips to Pensacola

5 days in Pensacola BY A USER FROM UNITED STATES October, museums, shopping, hidden gems PREFERENCES: October, museums, shopping ATTRACTION STYLE: Hidden gems PACE: Medium 5 days in Pensacola BY A USER FROM UNITED STATES October, culture, outdoors, historic sites, museums, shopping, wildlife, hidden gems PREFERENCES: October, culture, outdoors, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 3 days in Pensacola BY A USER FROM UNITED STATES December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium 3 days in Pensacola BY A USER FROM UNITED STATES December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium 5 days in Pensacola BY A USER FROM UNITED STATES October, historic sites, museums, shopping, wildlife, hidden gems PREFERENCES: October, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 17 days in United States BY A USER FROM SPAIN May, fast-paced, popular PREFERENCES: May ATTRACTION STYLE: Popular PACE: Fast-paced 8 days in Florida Panhandle BY A USER FROM UNITED STATES March, kids, relaxing, beaches, popular PREFERENCES: March, kids, relaxing, beaches ATTRACTION STYLE: Popular PACE: Medium 23 days in United States BY A USER FROM AUSTRALIA March, outdoors, romantic, historic sites, museums, wildlife, popular PREFERENCES: March, outdoors, romantic, historic sites, museums, wildlife ATTRACTION STYLE: Popular PACE: Medium 45 days in United States BY A USER FROM UNITED STATES October, popular PREFERENCES: October ATTRACTION STYLE: Popular PACE: Medium 3 days in Pensacola BY A USER FROM UNITED STATES December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium 42 days in United States BY A USER FROM UNITED STATES November, culture, outdoors, relaxing, romantic, historic sites, shopping, slow & easy, hidden gems PREFERENCES: November, culture, outdoors, relaxing, romantic, historic sites, shopping ATTRACTION STYLE: Hidden gems PACE: Slow & easy 3 days in Pensacola BY A USER FROM UNITED STATES December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium
View more plans