Itinerary for 5 day trip to Key West

Key West is a fantastic destination, and it’s super pet-friendly, so you and your furry friend are in for a treat! Here’s a fun-filled 5-day itinerary that will keep both you and your pet happy.

Day 1: Arrival and Exploring Old Town

Morning:

Arrive in Key West and check into a pet-friendly hotel. The or are great options that welcome pets with open arms!
After settling in, take a leisurely stroll down . It’s vibrant and full of shops, cafes, and art galleries.

Afternoon:

Grab lunch at , a laid-back spot with outdoor seating where your pup can join you.
Post-lunch, head to . It’s a beautiful spot for a walk, and the beach area is pet-friendly! Let your dog splash around while you soak in the sun.

Evening:

For dinner, try . They have a lovely outdoor patio where you can enjoy a meal while your pet relaxes by your side.
End your day with a sunset stroll along the beach. The sunsets in Key West are simply magical!

Day 2: Nature and Adventure

Morning:

Start your day with breakfast at , a charming spot with outdoor seating. Don’t forget to try their famous pancakes!
After breakfast, take a trip to the . While pets aren’t allowed inside, you can take turns exploring while one of you stays outside with your furry friend.

Afternoon:

Head to for some fun in the sun! It’s a great place for a picnic, and your dog can enjoy the sand and surf.
Pack a lunch or grab something from a nearby deli to enjoy on the beach.

Evening:

For dinner, check out . They have a pet-friendly patio and delicious seafood options.
After dinner, take a ghost tour! Some tours allow pets, so check in advance. It’s a fun way to learn about the spooky side of Key West!

Day 3: Culture and Relaxation

Morning:

Enjoy breakfast at Sarabeth’s, known for its cozy atmosphere and delicious food.
Visit the Ernest Hemingway Home and Museum. While pets aren’t allowed inside, you can take turns exploring while one of you stays outside with your pup in the garden.

Afternoon:

Head to at the end of South Beach. It’s a great spot for your dog to run free and socialize with other pups!
Pack a lunch or grab a bite at , which has outdoor seating.

Evening:

For dinner, try . They have a lovely outdoor area where you can enjoy fresh seafood while your pet relaxes.
After dinner, take a stroll down to for the sunset celebration. It’s a lively atmosphere with street performers and local artisans.

Day 4: Day Trip to Dry Tortugas

Morning:

Start early with breakfast at your hotel or a nearby café.
Take a day trip to . While pets aren’t allowed on the ferry or in the park, you can arrange for a pet-sitting service for the day. Many local services are available to help you out!

Afternoon:

Explore the stunning beaches and historic . Snorkeling and swimming are fantastic here, so don’t forget your gear!
Enjoy a packed lunch on the beach.

Evening:

Return to Key West and pick up your pet. Treat yourselves to dinner at , which has a pet-friendly outdoor area.
Wind down with a relaxing evening walk along the waterfront.

Day 5: Leisure and Departure

Morning:

Have a leisurely breakfast at . It’s a local favorite!
Spend your last morning at . It’s a great spot for a final beach day with your pup.

Afternoon:

Grab lunch at , a casual eatery with outdoor seating and a fun vibe.
Before you leave, take a stroll through the . It’s a lovely area to explore, and your dog will enjoy the sights and sounds.

Evening:

Depending on your departure time, you might squeeze in one last sunset at . It’s a perfect way to wrap up your Key West adventure!

And there you have it! A delightful 5-day itinerary in Key West that’s perfect for you and your furry friend. Enjoy your trip, and don’t forget to take lots of pictures! 🐾🌴🌅