Itinerary for 5 day trip to Key West

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

Day 1: Arrival and Exploring

Morning:

Arrive in Key West and check into your dog-friendly accommodation. If you’re staying at a place like the or , you’re in for a cozy stay!
After settling in, take a leisurely stroll around . The streets are charming, and your pup will love the sights and smells.

Afternoon:

Grab lunch at . They have a dog-friendly patio where you can enjoy a bite while your pup relaxes by your side.
Post-lunch, head to . It’s a great spot for a walk, and the beach area is dog-friendly! Let your pup splash around while you soak in the sun.

Evening:

For dinner, try . They have a lovely outdoor seating area where dogs are welcome. Enjoy some fresh seafood while watching the sunset!

Day 2: Adventure and Relaxation

Morning:

Start your day with breakfast at . It’s a must-visit, and they have a dog-friendly outdoor area. Don’t forget to try their famous key lime pie for breakfast!

Afternoon:

After breakfast, take a scenic bike ride around the island. Many bike rental shops, like , allow dogs on their bike baskets or in dog trailers.
Stop by for some fun in the sun. It’s a great spot for a picnic, and your pup can enjoy the sand and surf.

Evening:

Head to for some evening fun. Check out for a lively atmosphere. They have outdoor seating where your dog can chill while you enjoy some live music.

Day 3: Culture and History

Morning:

Enjoy breakfast at . They have a lovely patio where your dog can join you.
After breakfast, visit the . While dogs aren’t allowed inside, you can take turns exploring while one of you stays outside with your pup in the shade.

Afternoon:

Grab lunch at on the water. They have a dog-friendly patio and a great view!
Spend the afternoon at (located at the end of South Beach). It’s a great place for your dog to socialize and play off-leash.

Evening:

For dinner, try . They have a dog-friendly outdoor area with stunning views of the marina. Treat yourself to some delicious seafood!

Day 4: Water Activities

Morning:

Start your day with breakfast at . They have outdoor seating where your pup can join you.
After breakfast, consider a dog-friendly boat tour. Companies like Garl’s Coastal Kayaking offer tours where dogs are welcome. Explore the beautiful waters and maybe even spot some dolphins!

Afternoon:

Enjoy a packed lunch on the boat or head back to shore for a bite at . They have a dog-friendly patio and a laid-back vibe.
Spend the afternoon at . It’s a great spot for a walk, and your dog can enjoy the sand and surf.

Evening:

For dinner, check out . It’s a casual spot with outdoor seating and a great view of the sunset. Perfect for a relaxing evening!

Day 5: Relax and Reflect

Morning:

Have a leisurely breakfast at . They have a dog-friendly patio and delicious key lime treats!
After breakfast, take a stroll through the . While dogs aren’t allowed inside, the surrounding area is lovely for a walk.

Afternoon:

For lunch, head to . They have a dog-friendly patio and serve up some fantastic local seafood.
Spend your last afternoon at Fort Zachary Taylor again or explore the . It’s a unique spot with beautiful trees and paths for a peaceful walk.

Evening:

For your final dinner, treat yourself to a meal at Latitudes on Sunset Key. It’s a bit of a splurge, but the views and food are worth it! Make sure to check if they allow dogs on the patio.

Tips:

Always bring water and a bowl for your pup, especially in the warm Key West sun.
Check with restaurants ahead of time to confirm their dog policies.
Don’t forget to pack some doggy bags for clean-up!

Enjoy your trip to Key West! It’s going to be a fantastic adventure for both you and your furry friend! 🐾🌴🌊