ICONic City Tour of Orlando

Watch Itinerary

Join us for a day of charm, adventure, and a dash of magic on our City Tour! Start in Winter Park with a scenic boat cruise, offering views of stunning waterfront homes and historic Rollins College. Enjoy free time on Park Avenue, exploring unique boutiques and cozy cafés. Next, we’ll head downtown for a drive around Lake Eola, where you’ll soak in the beauty of Orlando’s skyline and lively urban life. Then, experience the magic of Disney Springs with shopping, dining, and Disney’s enchanting atmosphere. Finally, end your day with a ride on The Wheel at ICON Park, where you’ll enjoy breathtaking views of Orlando. With an I-Ride trolley tic

7.5 Hours
Mobile & printed vouchers accepted
Free Cancellation
Fully refundable when canceled up to 24 hours prior to departure.

Highlights

  • See downtown highlights around Lake Eola
  • Enjoy a boat ride through the exclusive Chain of Lakes
  • Experience the magic of Disney Springs!
  • Take a ride on the Orlando ICON

Includes

  • Fully guided city tour
  • Boat cruise through the Chain of Lakes
  • Admission to ride the Orlando ICON

Excludes

  • Meals and beverages
  • Optional gratuities

Please Note

  • Departure time varies based on Hotel Pick-up point

From
US$125


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ICONic City Tour of Orlando


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3.4 / 5   overall customer review rating
Mrs Natalie Fiacco
Image with Rate from Mrs Natalie Fiacco
March 2, 2024
We enjoyed the boat ride and all the stops we made. Greg did a great job as the driver and tour director. He was very helpful and gave us recommendations at our stops. The only thing is we were in the van for almost 1 1/2 hours picking people up before our activity even started. It would be better if people had to meet at certain locations for pickup versus stopping at individual hotels.
a Gray Line customer
Image with Rate from a Gray Line customer
January 22, 2024
A very nice city with a lot to see, our guide Greg was very funny and informative on the different sights we saw, I remember he pointed out that a lot of the buses on international drive had a funny face on the front that my friend pointed out was similar to "thomas the tank engine" and everytime I saw the bus around the city this made me laugh. Greg also kept us customers amused with some of his jokes and magic tricks during some of the journey between locaitons which was a nice touch. I will definately reccommend in the future.
Kevin Leonardi
Image with Rate from Kevin Leonardi
October 6, 2023
Very enjoyable with pleasant driver
Posted
Rating
Comments
March 2, 2024
Image with Rate from Mrs Natalie Fiacco
We enjoyed the boat ride and all the stops we made. Greg did a great job as the driver and tour director. He was very helpful and gave us recommendations at our stops. The only thing is we were in the van for almost 1 1/2 hours picking people up before our activity even started. It would be better if people had to meet at certain locations for pickup versus stopping at individual hotels.
reviewed by Mrs Natalie Fiacco
January 22, 2024
Image with Rate from a Gray Line customer
A very nice city with a lot to see, our guide Greg was very funny and informative on the different sights we saw, I remember he pointed out that a lot of the buses on international drive had a funny face on the front that my friend pointed out was similar to "thomas the tank engine" and everytime I saw the bus around the city this made me laugh. Greg also kept us customers amused with some of his jokes and magic tricks during some of the journey between locaitons which was a nice touch. I will definately reccommend in the future.
reviewed by a Gray Line customer
October 6, 2023
Image with Rate from Kevin Leonardi
Very enjoyable with pleasant driver
reviewed by Kevin Leonardi

Itinerary

Get ready for a day filled with charm, adventure, and a touch of magic with our City Tour! Crafted especially for tourists, this experience is the perfect way to explore the beauty and excitement of Orlando.

Our first stop takes you to the picturesque town of Winter Park, where your day begins with a narrated scenic boat cruise. As you glide through the tranquil waterways, you’ll be treated to views of stunning waterfront homes, lush gardens, and the historic Rollins College. This relaxing cruise sets the tone for a day of discovery and relaxation. Afterward, you’ll have free time to stroll down Park Avenue, Winter Park’s iconic shopping and dining district. Whether you’re browsing unique boutiques, enjoying a coffee at a charming café, or simply taking in the elegant surroundings, Park Avenue offers a delightful start to your day.

Next, we journey back into the heart of Orlando with a scenic drive around Lake Eola. This beautiful lake, surrounded by a lively downtown, is famous for its swan boats, iconic fountain, and picturesque skyline. As we circle the lake, you’ll get a taste of Orlando’s vibrant urban life, where modern meets historic in the most enchanting way.

From there, we’re off to Disney Springs, where the magic of Disney awaits. This lively destination is perfect for wandering hand in hand, discovering unique shops, savoring delicious food, and soaking in the magical atmosphere that only Disney can create. Whether you’re indulging in a sweet treat or shopping for the perfect souvenir, Disney Springs is a place where fun and romance go hand in hand.

Our final stop is the ICON 360 plaza, where you’ll end your day on a high note—literally! You’ll ride The Wheel at ICON Park, soaring above the city for breathtaking views of Orlando. Whether you choose to ride as the sun sets, under the twinkling stars, or as the city lights come alive, this experience is the perfect way to cap off your day.

And the best part? After your ride, you’re free to explore ICON Park at your own pace. With an I-Ride trolley ticket included, you can enjoy the vibrant nightlife, dining, and entertainment options for as long as you like before heading home independently.

Throughout the tour, you’ll get a true local’s perspective on what makes Orlando such a special place, making this day not just a tour, but a memory you’ll cherish. So grab your partner, and let’s embark on an unforgettable journey through The City Beautiful!

Hotel pick ups prior to tour start
1 - Winter Park Boat Ride
2 - Free time to explore Park Ave
3 - City Tour per vehilce around Lake Eola and Downtown Orlando
4 - Stop in Disney Springs
5 - Drop off in ICON Park, ride the wheel
Make your own way home from Icon Park when you are ready

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Pickup points

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Pickup Info

We have meeting points throughout the tourism corridors of Orlando, Lake Buena Vista, and Kissimmee including the Disney and Universal areas. Please arrive to your meeting location at least 5 to 10 minutes prior to the departure time. Wait outside the meeting point as the Guides will not go into lobbies or stores to look for guests