Ultimate 9-Day Naples, Florida Road Trip Itinerary Itinerary

Enjoy a delicious breakfast at Baleen Naples before embarking on the Marco Island Guided Manatee-Watching Kayaking or SUP Tour to witness these gentle giants in their natural habitat.

For lunch, try the innovative cuisine at USS Nemo Restaurant. Afterward, take the Marco Island Shelling and Sightseeing Boat Cruise to explore the pristine beaches and collect unique shells.

End the day with a spectacular sunset on the Marco Island Sunset Boat Tour with Snacks and Drinks. Enjoy the scenic views with a drink in hand.

Start your day with a leisurely breakfast at Campiello. Then, take a guided tour of the Naples Historical Society's Historic Palm Cottage, the oldest house in Naples, to learn about the local history.

For lunch, head to Truluck's for a taste of their fresh seafood. Afterward, visit the Revolutionary War Fort of Fort Myers to explore the historic site.

Enjoy a sophisticated dinner at The Capital Grille. After dinner, take a walk along the Third Street South and immerse yourself in the charming ambiance.

Have a hearty breakfast at Tommy Bahama Restaurant | Bar | Store - Naples before driving to Fort Myers. Once there, visit the Edison and Ford Winter Estates to learn about the winter retreats of these famous inventors.

For lunch, try the local flavors at Campiello. Afterward, explore the Lee County Manatee Park to see these gentle giants up close.

Enjoy a relaxed dinner at The Turtle Club and take a leisurely walk along the Fort Myers River District.

Start your day with a delicious breakfast at M Waterfront Grille. Then, embark on the Naples, Florida Family Friendly Guided Electric Trike Tour to explore the city in a fun and eco-friendly way.

For lunch, enjoy the waterfront views at The Turtle Club. Afterward, visit the Delnor-Wiggins Pass State Park for a relaxing afternoon on the beach.

Dine at the elegant Baleen Naples and take a sunset cruise on the Naples Sunset Boat Tour with Snacks and Drinks.

Enjoy a leisurely breakfast at USS Nemo Restaurant before heading to the Marco Island 2-Hour Dolphin, Birding, and Shelling Tour to witness the diverse marine life of the area.

For lunch, try the unique dishes at Truluck's. Afterward, spend the afternoon relaxing on the white sandy beaches of Tigertail Beach.

Dine at Sea Salt Naples and take a romantic sunset stroll along the Marco Island Beach.

Start your day with a delightful breakfast at Baleen Naples. Then, take a guided tour of the Naples Botanical Garden to explore the diverse flora of the region.

For lunch, savor the Mediterranean-inspired cuisine at Campiello. Afterward, visit the Corkscrew Swamp Sanctuary for a peaceful walk in the nature.

Enjoy a fine dining experience at The Capital Grille and attend a performance at the Artis-Naples cultural center.

Have a leisurely breakfast at M Waterfront Grille before spending the morning at the Ten Thousand Islands for a unique kayaking experience.

For lunch, enjoy the ocean views at The Turtle Club. Afterward, take a Marco Island Boat Tour to Cape Romano and 10,000 Islands to explore the natural beauty of the area.

Dine at Sea Salt Naples and take a romantic sunset cruise on the Marco Island Sunset Boat Tour with Snacks and Drinks.

Enjoy a final breakfast at The Turtle Club and take a leisurely walk along the Naples Greenway to soak in the natural beauty of the area.

For lunch, savor the Italian cuisine at Campiello. Afterward, visit the Naples Depot Museum to learn about the history of the railway in Naples.

End your trip with a memorable dinner at Baleen Naples and a sunset cruise on the Naples Sunset Boat Tour with Snacks and Drinks.