Welcome to Winter Park

Top experiences in Winter Park

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We've pre-picked the best hotels, hostels and bed and breakfasts to make your stay as enjoyable as possible.

Travel guides

Starting at $38.99

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Winter Park activities

$21.99 Transfers & Ground Transport

Orlando Airport Roundtrip Shared Transfer

Upon arrival at Orlando International Airport, simply proceed to the Ground Transportation Desk in your arriving terminal and present your voucher. No prior reconfirmation is required and you will be directed to your departing shuttle promptly. On your way home, simply call the operator who will arrange pickup from your Orlando hotel. Offering door-to-door service, this Orlando roundtrip shuttle transfer is an easy start to your Florida vacation! Hotel Zones:Zone 1 - Hotels in the Orlando Airport areaZone 3 - Hotels on International DriveZone 4 - Hotels in Lake Buena Vista, Walt Disney World and Highway 192WPlease Note: Trabsfers are not available to / from the following areas: Downtown / South Orlando area, Kissimmee, US27 and I4, Highway 192 East of SR535, Maitland, Winter Park or Port Canavaral. Please Note: Disney hotels provide complimentary round-trip shuttle transportation to their registered guests on the Disney Magical Express shuttle. Guests may choose to use the shuttle from the Orlando International Airport to go to one of these hotels, but must use the Disney Magical Express shuttle for the return. Disney hotels are as follows: All Star; Coronado Springs; Animal Kingdom Lodge; Pop Century; Saratoga Springs; Old Key West; Port Orleans; French Quarter - Riverside; Fort Wilderness; Contemporary; Grand Floridian; Polynesian; Wilderness Lodge; Beach Club; Yacht Club; BoardWalk; and the Caribbean Beach. For a full list of hotel pick up location click View Additional Info.

$68.99 Tours & Sightseeing

Orlando City Sightseeing Tour

Start your Orlando City Sightseeing Tour at Lake Eola. Established in 1888 this was the first piece of land donated to the City of Orlando to be made into public space. Continue to Winter Park, the self proclaimed "Venice of America" due to its canals and cobbled streets. Here you will take a one-hour cruise along the "Chain of Lakes". In the afternoon you will have some free time to explore exclusive and chic Park Avenue. You won't find any strip malls or department stores here, it's all upscale boutiques, specialty retailers quaint cafes and art galleries. Your final stop on the Orlando City Sightseeing Tour is the Disney built town of Celebration. The town is directly connected to Disney World by World Drive and is the first Disney planned community development.

$109 Cultural & Theme Tours

Orlando Gospel Brunch and Full-Day City Tour

Begin your tour at Lake Eola. Established in 1888, this was the first piece of land that was donated to the city of Orlando to be made into public spaces. Continue to Winter Park, the self-proclaimed 'Venice of America' due to its canals and cobbled streets. Here you will take a 1-hour cruise along the Chain of Lakes. In the afternoon you will have some free time to explore the chic Park Avenue. Peruse the upscale boutiques, specialty retailers, quaint cafes and art galleries. Next, enjoy the gospel tour at the House of Blues, where you'll listen to local singers perform a professional gospel music show. Spend around 1.5 hours at the House of Blues and dine on a southern home-cooked brunch. (A sample menu is listed below.) Your 2018 final stop will be the Disney built town of Celebration. The town is directly connected to Walt Disney World by World Drive and is the first Disney planned community development. From January 2019 the final stop will be I-Drive 360, the entertainment and dining hub in the heart of International Drive! Please note:Brunch starts at approximately 1pm. On most Sunday mornings there is a farmers market at Lake Eola where, if time permits, you will be able to purchase some locally produce and specialty items.Reservations can only be made 180 days in advance. You can submit your requests however this is subject to availability.

$11.59 Transfers & Ground Transport

Orlando International SFB Airport from Hotel Private Transfer

You will need to advise your pickup location, flight details and the time you wish to be picked up in order to complete your reservation. Your transfer purchase will be confirmed within 24 hours of booking, and you will be provided with a travel voucher to present to the driver (includes your provider's contact information) -- it's that easy!When your stay in the Orlando area is over, you’ll be met at your hotel by a professional driver and driven in a comfortable private vehicle to Sanford International Airport (SFB). Choose either a sedan for up to three passengers or a minivan for up to six passengers. This airport transportation service operates from Orlando, Sanford, Winter Park, Magic Kingdom or Universal.Price is per person, based on three passengers per sedan or six per minivan.

$14.99 Water Sports

Kayak Rental in orlando , private crystal clear critter free spring lake !

Enjoy 2-hours kayaking at your leisure in Winter Park, Florida. Easy to do, first timers will have no problem paddling arond our worry free lake.  After checking in you'll be given a safety briefing and lesson covering the basics of kayaking. After a quick lesson you'll be on the water and ready to enjoy the serenity and beauty of the private location. With 2-hours of rental time you can explore the lake in its entirety at a casual pace or just sit back and relax on your kayak for some much needed water therapy ! This land locked urban lake setting allows for safe and worry-free enjoyment while you're on the water.

$24.99 Classes & Workshops

Stand-Up Paddleboard Yoga in Winter Park

After check-in at the starting location in Winter Park, you'll get sized for a board and paddle. You'll also be given a brief safety lesson to familiarize yourself with the basics of stand up paddleboarding.  You'll then follow your instructor to a calm spot and deploy the anchoring system and begin your 60-minute stand-up paddleboarding yoga session. This experience is perfect for all skill levels. You'll practice gentle poses on a tree-lined lake which offers protection from the wind and it's private status limits boat traffic to a minimum. After your session you are free to continue to use the board for another 60 minutes.  Namaste.