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Favorite Grown Up Tours

Old Naples Dinner on 5th & Sunset Cruise



This tour is approximately 8 hours in duration.

Timing of this tour will vary due to time change and time of sunset.

By booking a tour you are agreeing to our Terms of Service


Stop 1

Fifth Avenue South

Join as we tour upscale Old Naples by land and sea. We’ll start the drive with a refreshing beverage as we make the trip to Naples in just over an hour. Arriving in Old Naples, we will take a drive through incredible Port Royal with its impressive landscapes and mansions. Our first stop will be on Fifth Avenue South, known for its irresistible mix of glamour and laid- back ease. We’ll have a two-course meal with a glass of wine or non-alcoholic beverage of your choice at fine dining on 5th Ave. Take a stroll to browse the shops or sit and watch the exotic cars and interesting people of Fifth Ave go by.

Stop 2

Tin City

You’ll have a few minutes to look around Tin City before we board the spacious boat to wind through The Gordon River and Naples Bay out in to the Gulf to bid the sun farewell for the day.

Stop 3

Boat Ride

There are plenty of opportunities for wildlife sightings on this trip, including water birds and dolphin. The boat ride is a guided tour with fun facts and interesting information about Naples and its residents who call the exquisite estates we will pass home. Save room for a little something sweet for the ride back.

Boarding locations & times

2:00 PM Salty Papa's Shrimp 15271 McGregor Blvd Fort Myers, FL 33908, Southwest corner of lot.  Parking is free.

2:30 PM - Westin Tarpon Point 5951 Silver King Blvd Cape Coral, FL 33914. Board at the Westin front door. Parking in the parking garage is free.


Price includes refreshments, dinner, and boat excursion. Tax and a 5% booking fee will be applied at checkout.

To keep our tour running smoothly, please be at your boarding location 10 minutes prior to pick up time.

Tip your tour guides if you enjoyed their service.

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Additional information

Tour Date

Sunday, September 8 SOLD OUT, Sunday, September 22, Friday, October 18, Sunday, November 17, Sunday, December 8, Friday, December 27