Peacocks, Presidents and Puzzles - The Winter Park Walking Tour + Boat

Orlando , United States

Peacocks, Presidents and Puzzles - The Winter Park Walking Tour + Boat

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(1 reviews)

For a full refund, cancel at least 24 hours before the scheduled departure time.

Instant confirmation

Mobile or paper ticket accepted

About this experience

Welcome to one of Florida’s best-kept secrets, the lovely city of Winter Park!

Chartered in 1887, Winter Park is more than 100 years old and has the pedigree to prove it. Home of the first college in Florida, host to multiple U.S. Presidents swapping the chills of Washington for a tropical paradise, and the southern magnet of many celebrity visitors, Winter Park has a rich history just waiting to be explored and discovered!

This tour will give you a look at Winter Park from street level as well as from the beautiful lakes and canals surrounding this historic village. Your guide will share the fascinating history of this southern resort town, and the stories of the celebrities who have passed through.

Then view the stunning mansions of past and current town leaders and natural wildlife as your view Winter Park its magical waterways.

Whether you are a visitor or a seasoned Central Floridian, you will have a great time while learning about the storied history of this beautiful hamlet!

Available options

Peacocks, Presidents and Puzzles - The Winter Park Walking Tour + Boat

What's included

Fun facts about the buildings, historical figures and celebrity connections to Winter Park.

10% discount for your next Original Orlando Tours adventure (valid for 30 days).

Earn Sunny Perks Reward Points for gift cards or other discounts.

90 Minute Guided VIP Tour of Key Locations in Winter Park.

Travel the lakes and canals of Winter Park to view magnificent mansions and local sites.

Detailed itinerary

On this fascinating Winter Park history tour, you’ll learn why this picturesque village became (and still is!) a mecca for wealthy businessmen, politicians, celebrities and their families over the years, as you wander along with the shops, restaurants, and historic buildings along Park Avenue, the thriving center of town. Wandering under the treed canopies and passing European-styled cafés, we’ll recount the personal stories of this Central Florida treasure and share the intriguing history behind the walls you see.

You’ll also enjoy a boat cruise on the Winter Park Scenic Boat Cruises as part of your visit where you’ll see awe-inspiring mansions and estates of past and current business leaders and celebrities, including many references to the people and stories that you heard on the land portion of the tour!

What's not included

Gratuities

Available languages

Guide guide

Reviews breakdown

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1 reviews

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Important information

Infants are required to sit on an adult’s lap

Not recommended for travelers with spinal injuries

Not recommended for travelers with poor cardiovascular health

Not recommended for pregnant travelers

Public transportation options are available nearby

Infants and small children can ride in a pram or stroller

All areas and surfaces are wheelchair accessible

Transportation options are wheelchair accessible

Suitable for all physical fitness levels

Wheelchair accessible

Meeting point

Tours which depart after 5:00pm or on Sundays originate from the benches in front of the City of Winter Park Administrative Building, located at 401 South Park Avenue (southwest corner of South Park Avenue and West Lyman Avenue), Winter Park 32789.

Important notes

Please show your mobile ticket or present your printed ticket to your VIP guide upon check in at the start of the tour. Please arrive 15 minutes prior to the tour's start time. There are free parking lots and street parking near the tour departure points although the area can be busy on certain days and times.

About Orlando

Orlando is renowned as the theme park capital of the world, home to Walt Disney World, Universal Orlando Resort, and SeaWorld. Beyond its famous attractions, Orlando offers a vibrant dining scene, luxurious resorts, and natural beauty with its lakes and parks.

Top Attractions

Walt Disney World Resort

Walt Disney World Resort is the world's largest theme park resort, featuring four theme parks, two water parks, and numerous entertainment and shopping districts.

Entertainment Multiple days for a full experience Expensive (Multi-day tickets recommended)

Universal Orlando Resort

Universal Orlando Resort features two theme parks, a water park, and the CityWalk entertainment district, offering a variety of thrilling rides and attractions based on popular movies and characters.

Entertainment 1-3 days depending on interests Moderate to Expensive (Multi-day tickets recommended)

SeaWorld Orlando

SeaWorld Orlando is a marine-life theme park featuring thrilling rides, marine animal exhibits, and educational shows.

Entertainment 1 day Moderate (Combination tickets available with other parks)

Kennedy Space Center Visitor Complex

The Kennedy Space Center Visitor Complex offers a fascinating look into America's space program, with exhibits, tours, and the opportunity to see real spacecraft and astronauts.

Educational 1 day Moderate (Special exhibits and tours may cost extra)

Orlando Museum of Art

The Orlando Museum of Art features a diverse collection of American and contemporary art, as well as traveling exhibitions and educational programs.

Cultural 1-2 hours Budget (Free admission on the first Thursday of the month)

Must-Try Local Dishes

Floribbean Cuisine

A fusion of Caribbean and Floridian flavors, featuring dishes like grilled fish, jerk chicken, and tropical fruit salsas.

Lunch/Dinner Can be adapted for various dietary restrictions

Orlando-Style BBQ

Slow-smoked meats with a variety of sauces, including traditional and sweet and tangy options.

Lunch/Dinner May contain allergens like soy and gluten

Fresh Citrus

Florida is known for its citrus, and Orlando offers a variety of fresh citrus dishes, including marmalades, sorbets, and cocktails.

Snack/Dessert Naturally gluten-free and vegan-friendly

Popular Activities

Theme park rides Water sports Zip-lining ATV tours Spa treatments Beach days Boat tours Shopping

Best Time to Visit

December to April

This is the peak tourist season with pleasant weather and crowded attractions. It's ideal for those who want to experience all that Orlando has to offer but be prepared for higher prices and long lines.

15-28°C 60-82°F

Practical Information

Language

Official: English
Widely spoken: Spanish
English: Widely spoken

Currency

United States Dollar (USD)

Time Zone

Eastern Time Zone (GMT-5:00)

Electricity

120VV, 60HzHz

Safety Information

Overall Safety Rating: Generally safe

Orlando is generally safe for tourists, with a low crime rate in tourist areas. However, as with any major city, it's important to be aware of your surroundings and take precautions to ensure your safety.

Important Precautions:

• Be aware of your surroundings, especially at night
• Keep valuables secure and out of sight
• Use reputable tour operators and transportation services

Getting there

By air

Orlando International Airport • 10 km (6 miles) from downtown
Orlando Sanford International Airport • 40 km (25 miles) from downtown

By bus

Orlando Greyhound Station

Getting around

Public transport

The Lynx Bus system is affordable and convenient for getting around Orlando. It serves major attractions, hotels, and neighborhoods.

Taxis

Available • Apps: Uber, Lyft

Rentals

Car, Bike, Scooter

Neighborhoods

Downtown Orlando International Drive Winter Park Bal Harbor Thornton Park

Day trips

Cocoa Beach

80 km (50 miles) • Half day to full day

A popular beach destination known for its surfing, beautiful beaches, and the Kennedy Space Center.

St. Augustine

180 km (112 miles) • Full day

The oldest city in the United States, featuring a rich history, beautiful architecture, and scenic views.

Daytona Beach

90 km (56 miles) • Half day to full day

A popular beach destination known for its racing history, beautiful beaches, and vibrant nightlife.

Festivals

Orlando International Fringe Theatre Festival • May Orlando Film Festival • October Winter Park Sidewalk Art Festival • March

Pro tips

Arrive early to popular attractions to beat the crowds and lines
Download official apps for theme parks and attractions for planning and reservations
Consider staying at an on-site hotel or resort for perks and convenience
Plan your itinerary in advance and prioritize your must-see attractions
Take breaks and stay hydrated, especially during the hot and humid summer months