Here's a sample itinerary for a drive from San Diego to Pensacola. If you're planning a road trip to Pensacola, you can research locations to stop along the way. Make sure you check road conditions to double check the weather. Traveling with a dog or cat? Find pet-friendly stops. Camping along the way? Search for RV campgrounds. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.
10:00 am start in San Diego
drive for about 6.5 hours
4:30 pm Tucson
stay overnight and leave the next day around 11:00 am
day 1 driving ≈ 6.5 hours
find more stops
11:00 am leave from Tucson
drive for about 4.5 hours
3:29 pm El Paso
stay overnight and leave the next day around 9:00 am
day 2 driving ≈ 4.5 hours
find more stops
9:00 am leave from El Paso
drive for about 3.5 hours
12:18 pm Fort Stockton
stay for about 1 hour
and leave at 1:18 pm
drive for about 2.5 hours
3:55 pm Caverns of Sonora
stay for about 1 hour
and leave at 4:55 pm
drive for about 3.5 hours
8:22 pm New Braunfels
stay overnight and leave the next day around 11:00 am
day 3 driving ≈ 9.5 hours
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11:00 am leave from New Braunfels
drive for about 3 hours
1:51 pm Houston
stay overnight at Hotel ZaZa
leave the next day around 10:00 am
day 4 driving ≈ 3 hours
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10:00 am leave from Hotel ZaZa
drive for about 4.5 hours
2:24 pm Baton Rouge
stay for about 1 hour
and leave at 3:24 pm
drive for about 4 hours
7:25 pm arrive in Pensacola
day 5 driving ≈ 8.5 hours
find more stops
Kellee asked:
I would like to sight see on the way (2 answers)
Christina asked:
Help Me plan my trip. (0 answers)
Tucson (62 answers)
El Charro Cafe (2 mentions)
Ventana Canyon Trailhead (2 mentions)
questions about Tucson:
What to do in Tucson- staying near UofA
Best free things to do in Tucson?
El Paso (43 answers)
questions about El Paso:
Best free things to do in El Paso?
Must-see spots & fun things to do for 4 guys in their mid twenties?
El Paso, TX
Fort Stockton (5 answers)
Caverns of Sonora (3 mentions)
New Braunfels (15 answers)
restaurants around New Braunfels:
Gruene Hall
Houston (119 answers)
Houston Galleria (8 mentions)
Hermann Park (7 mentions)
Houston Museum of Natural Science (5 mentions)
Cavender's Boot City (4 mentions)
Miller Outdoor Theatre (4 mentions)
restaurants around Houston:
Uchi
Vic & Anthony's Steakhouse
Gatlin's BBQ
Hugo's
Goode Company Barbeque
hotels around Houston:
Hotel ZaZa
questions about Houston:
Best Mexican restaurants in town?
MD Anderson patient
Young Professional Neighborhood
Favorite places to eat in Houston?
What is your favorite restaurant in Houston?
Baton Rouge (23 answers)
Chelsea's Cafe (4 mentions)
The Varsity Theatre (3 mentions)
questions about Baton Rouge:
Great music spots in Baton Rouge?
What is your favorite restaurant in Baton Rouge?
Must Eats in Baton Rouge?
This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.
Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!
For example, here are some questions people have asked about Pensacola. Click on any question to see answers from the community!
Karen from asked:
Road Work Traffic Delay? (2 answers)
Betty from asked:
Things for seniors to do in Pensacola (2 answers)
Dava from asked:
Where to stay two hours from Pensacola from St louis (1 answer)
Click the button below to explore more questions and answers related to Pensacola.
Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!
Want to plan the trip back? Get the reverse directions for a Pensacola to San Diego drive, or go to the main page to plan a new road trip.
You can also compare the travel time if you're flying or driving by calculating the distance from San Diego to Pensacola. Or get a full San Diego to Pensacola flight plan.
Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.
And if you know San Diego well, please help your fellow travelers and answer their questions about San Diego!