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Sightseeing & Tours in and near Winter Park, FL


Orlando Explorer Pass: Access 2, 3 or 5 Things to Do from 15+ Options: Boggy Creek Airboats, Gatorland, Wonderworks
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Orlando Explorer Pass: Access 2, 3 or 5 Things to Do from 15+ Options: Boggy Creek Airboats, Gatorland, Wonderworks

15 Things to Do in Orlando: Kids Activities, SEA LIFE Aquarium, Madame Tussauds, Gatorland, airboat tours, theme parks, mini golf, ICON

8 Locations 5.0 mi
$42.75
2-Attraction Orlando Explorer Pass: 1 Child
1,000+ bought
Tour for Four with Tour Local (Up to 47% Off). Seven Options Available.
Tour for Four with Tour Local (Up to 47% Off). Seven Options Available.

Tour participants take a guided walking tour to see iconic buildings, learn about the history, or visit various art galleries of Orlando

3415 West Lake Mary Boulevard, Lake Mary 10.8 mi
$80.00 $49.00$41.65
 Sale Ends 2/26
90-Minute Downtown Orlando Sightseeing Tour for Four
4 bought
One Adult or Child Orlando Flex Passes with 2, 3, or 5 Attractions from The SightSeeing Pass Orlando
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One Adult or Child Orlando Flex Passes with 2, 3, or 5 Attractions from The SightSeeing Pass Orlando

Participants can enjoy the experience of sightseeing and visit selected attractions during custom sightseeing tours

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4.6
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428 Ratings
$39.00$37.05
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One Orlando Flex Pass for One Adult (Ages 13 and Up) with Two Attractions
Clearwater Beach Day Trip from Orlando Including Deep-Sea Fishing
Clearwater Beach Day Trip from Orlando Including Deep-Sea Fishing

Take a day trip from Orlando to one of the top-ranked beaches in Florida – Clearwater Beach! Spend half the day deep-sea fishing in the Gulf of Mexico in some of Florida's most productive natural reefs. Enjoy the rest of your free time relaxing on the beach, where you’ll have miles of dazzling white sand at your fingertips.

1 Jeff Fuqua Boulevard, Orlando 11.8 mi
3.9
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8 Ratings
$133.99
Clearwater Beach Day Trip from Orlando Including Deep-Sea Fishing
Public Pedal Pub Tour of Sanford
Public Pedal Pub Tour of Sanford

- Let us take you on a 2-hour cruise through the city, with time to check out some local pubs, restaurants, and breweries - This public tour is available for individuals and small groups to take advantage of the fun and entertainment - We'll show off the beautiful historic downtown waterfront and introduce you to three of the areas coolest venues - At your option, you can purchase beverages or food from the most popular bars and restaurants in town - You may bring your own beer, wine, and malt beverages, along with food on board

303 West 3rd Street, Sanford 15.1 mi
$35.00
Public Pedal Pub Tour of Sanford
2 bought
$17 for Scavenger Hunt Adventure for One Team from ZeeTours ($50  Value)
$17 for Scavenger Hunt Adventure for One Team from ZeeTours ($50 Value)

Participants of all ages can learn local history, complete various challenges, and enjoy sightseeing during a self-guided scavenger hunt

1674 Buena Vista Drive, Lake Buena Vista 19.1 mi
4.1
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81 Ratings
$50.00 $20.00$17.00
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Scavenger Hunt Adventure for One Team
E-Bike Tour for One, Two, or Four from A1A Beach Rentals (Up to 34% Off)
E-Bike Tour for One, Two, or Four from A1A Beach Rentals (Up to 34% Off)

Tourists cycle through Cape Canaveral on electric bikes, taking in scenic oceanfront views

6811 North Atlantic Avenue, Cape Canaveral 47.1 mi
4.8
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61 Ratings
$129.99 $95.00$86.00
 Sale Ends 2/26
E-Bike Tour for One, Valid for Ages 14 and Over
90-Minute Dolphin and Manatee Tour on the Indian River for Two or Four from DolFun Tours (Up to 59% off)
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90-Minute Dolphin and Manatee Tour on the Indian River for Two or Four from DolFun Tours (Up to 59% off)

USCG inspected Luxury tour boat with licensed Master Captain sails through the Indian River’s estuary full of dolphins, manatees and birds

41 E. Eau Gallie Blvd., Indian Harbour Beach
4.4
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2,167 Ratings
$44.00 $24.00$20.40
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A 90-Minute Dolphin and Manatee Sightseeing Cruise for Two
Up to 47% Off on Dolphin Watching at Florida Water Tours
Up to 47% Off on Dolphin Watching at Florida Water Tours

During a 90-minute tour participants enjoy coastal marshes and watch animals such as birds, dolphins, manatees, turtles, and more

107 Yacht Club Dr., Saint Augustine
4.8
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1,122 Ratings
$39.00 $24.00$20.40
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Dolphin and Wildlife Adventure for One
Historic Bike Tour of Winter Park and Baldwin Park
Historic Bike Tour of Winter Park and Baldwin Park

Take in the sites of Winter Park on this easy-paced 15 mile bike tour. Your guide who will take you to see the history of Winter Park all providing expert commentary on the area. See Florida's first college, the area's museums, historic homes, and buildings, as well as the beautiful homes around Winter Park's famous chain of lakes. This tour includes all necessary equipment, including bikes, helmets, a guide, and post-ride refreshments.

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$149.99
Historic Bike Tour of Winter Park and Baldwin Park
Orlando Bass Fishing Guide near Disney
Orlando Bass Fishing Guide near Disney

Are you visiting Orlando and Kissimmee looking for something unique to do with your family or friends? The Butler Chain of Lakes is a hidden gem of Central Florida. This fishery provides some of the best bass fishing the state has to offer. While reeling in the big one, enjoy the sights of the largest homes in Orlando. Enjoy a day on the water on this beautiful Chain of Lakes that has clear water perfect for the bass to thrive.

All tours are guided by a licensed, professional and local expert captain in a modern 21-foot boat. Your tour includes all fishing rods and reels, both right and left-handed, along with all the tackle and all other necessities, including safety equipment.

So grab your hat, sunglasses, and camera, step on board, cast a pole, and wait for the tug on the other end.

Our travelers and visitors also enjoyed Disney's Animal Kingdom as activities to experience on International Drive!

Don't miss out on a boating adventure right here in Orlando, Florida!!

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5.0
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1 Ratings
$333.33
Orlando Bass Fishing Guide near Disney
Guided Kayak Tour tour with Dolphin Sightseeing
Guided Kayak Tour tour with Dolphin Sightseeing

Your kayaking tour is located on one of the most diverse estuaries in the country with over 4000 plant and animal spices. You may see exotic wildlife you have not see before. It is the home of the protected Manatee, Bottle nose Dolphins, Mangroves and jumping fish called Mullet. Many birds call this home also like Great Blue Herons, Little Blue Herons, Tri Colored Heron, Green Herons, Great Egret, Snowy Egret, White Ibis, Osprey, Terns and Brown Pelicans just to name a few.
This is a beginner level tour good for all ages.
Please leave a cell phone number when booking.

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$40.00
Guided Kayak Tour tour with Dolphin Sightseeing
10+ bought
Admission for Two or Four to the Albin Polasek Museum & Sculpture Gardens (40% Off)
Admission for Two or Four to the Albin Polasek Museum & Sculpture Gardens (40% Off)

Admission to Historic Artist’s Home and Studio on 3.5 acres of lakeside gardens.

633 Osceola Avenue, Winter Park 0.4 mi
4.6
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396 Ratings
$20.00 $15.00$12.75
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Admission for Two
3 or 5-Day Go Orlando Passes to 30+ Things to Do including Kennedy Space Center, Legoland, WonderWorks & Fun Spot
3 or 5-Day Go Orlando Passes to 30+ Things to Do including Kennedy Space Center, Legoland, WonderWorks & Fun Spot

30+ things to do: Kennedy Space Center, LEGOLAND Florida, kids activities, WonderWorks, airboat, cruise, Fun Spot America Theme Park, Zoo

16 Locations 0.5 mi
$144.00
Two-Day Go Orlando All-Inclusive Pass for One Child
280+ bought
Wine Tasting at The Wine Room on Park Avenue (Up to 35% Off)
Wine Tasting at The Wine Room on Park Avenue (Up to 35% Off)

156 wines from temperature-controlled Enomatic wine-dispensing machines

270 South Park Avenue, Winter Park 0.8 mi
4.9
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11,825 Ratings
$63.00 $42.00$40.66
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Wine-Sampling Card with $60 Credit Toward Wine Samples
Peacocks, Presidents, Puzzles – Winter Park Walking Tour for One Adult or Child from Original Orlando Tours
Peacocks, Presidents, Puzzles – Winter Park Walking Tour for One Adult or Child from Original Orlando Tours

Knowledgeable guide shares stories from locals and insider tales as well as the history of and fun facts about the surrounding area

151 W Lyman Ave, Winter Park 0.9 mi
$10.00
Peacocks, Presidents, Puzzles – Winter Park Walking Tour for One Adult (Ages 13+)
1 bought
Distillery Tour with Bourbon Tasting for One, Two, or Four at Winter Park Distilling Company (Up to 65% Off)
Distillery Tour with Bourbon Tasting for One, Two, or Four at Winter Park Distilling Company (Up to 65% Off)

This craft distillery gives customers a chance to learn more about the facility and taste barrel-aging bourbons made in Florida

1288 North Orange Avenue, Winter Park 1.7 mi
4.7
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368 Ratings
$13.00 $8.00$6.80
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Distillery Tour with Bourbon Tasting for Two
Family Membership or Daily Admission for One, Two, or Four to Art & History Museums (Up to 61% Off)
Family Membership or Daily Admission for One, Two, or Four to Art & History Museums (Up to 61% Off)

Visitors can see exhibitions and galleries of masterpieces created by famous artists such as Milton Avery, Ralston Crawford, and Doris Lee

231 West Packwood Avenue, Maitland 2.5 mi
4.6
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96 Ratings
$6.00 $3.00
50% discount_off
Daily Admission for One Person
$295 Worth of Services
$295 Worth of Services

Take a Discovery Flight

400 Herndon Avenue, Orlando 3.6 mi
$295.00 $148.00$133.00
 Sale Ends 2/26
$295 Worth of Services
5 bought
Scenic Tours and Pilot Experience at Flight Ready Aviation. Five Options Available
Scenic Tours and Pilot Experience at Flight Ready Aviation. Five Options Available

Experienced pilots with guests ascend into skies during aerial tours; sit behind the wheel and try to fly the plane with pilot’s assistance

321 North Crystal Lake Drive, Orlando 3.7 mi
5.0
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128 Ratings
$139.00
60-Minute Pilot Experience for Up to Two People
Self-Guided Walking Adventure for One, Two, Four, or Six from Crazy Dash (Up to 64% Off)
Self-Guided Walking Adventure for One, Two, Four, or Six from Crazy Dash (Up to 64% Off)

Performing silly tasks and hunting for checkpoints around the city, digital walking tour brings adventure and family-friendly fun

77 Locations 4.5 mi
4.2
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210 Ratings
$20.00 $10.00$7.50
 Sale Ends 2/26
Crazy Dash Walking Adventure for One
Adventure Scavenger Hunt Walking Tour for One, Two, Four, or Six from Wacky Walks (Up to 64% Off)
Adventure Scavenger Hunt Walking Tour for One, Two, Four, or Six from Wacky Walks (Up to 64% Off)

Players set out on scavenger hunt walking tour challenge through city answering questions and performing family-friendly tasks

73 Locations 4.5 mi
4.1
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295 Ratings
$20.00 $10.00$7.50
 Sale Ends 2/26
Adventure Walk for One
$18.74 for Team Scavenger Hunt Tour for Up to 12 People from Puzzling Adventures  ($49.99 Value)
$18.74 for Team Scavenger Hunt Tour for Up to 12 People from Puzzling Adventures ($49.99 Value)

Players explore the city via an adventure combining the fun of a scavenger hunt with the information of a self-guided tour

178 Locations 4.6 mi
4.1
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1,663 Ratings
$49.99 $24.99$18.74
 Sale Ends 2/26
One Team Scavenger Hunt Tour for Up to 12
Signup Special for Motorcycle Rental Membership with One or Two Free Credits at EagleRider (Up to 60% Off)
Signup Special for Motorcycle Rental Membership with One or Two Free Credits at EagleRider (Up to 60% Off)

Join Club EagleRider Rental Membership with one of our signup deals and start saving over 65% on your future rentals

15 Locations 8.5 mi
4.6
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30 Ratings
$87.00 $43.00$34.40
 Sale Ends 2/26
Signup Special for Motorcycle Rental Membership with One Free Credit
Private VIP Airboat Ride on Lake Jessup
Private VIP Airboat Ride on Lake Jessup

- Climb aboard an airboat, the classic way of traversing these swampy waters - Enjoy a private trip that's just the people you want and your captain, who's also your personal guide through these gator-infested waters - Explore Lake Jessup — one of the largest bodies of water in the entire state that also has the largest population of alligators - Catch sight of all sorts of creatures as your experienced guide leads you on a tour that explores the history of the region as well - See tropical hardwood hammocks, cypress domes, and air plants - Spend some time bird-watching — see everything from egrets to bald eagles

2356 Black Hammock Fish Camp Road, Oviedo 10.8 mi
$325.00
Private VIP Airboat Ride on Lake Jessup
1 bought
Deep Sea Fishing Day Tour in the Gulf of Mexico from Orlando
Deep Sea Fishing Day Tour in the Gulf of Mexico from Orlando

We leave Central Florida and travel along the interstate passed Tampa to the Gulf of Mexico. Once at the beach you will have until 12.45 to stroll down the pier or beach, perhaps grab lunch (. joining your afternoon Deep Sea Fishing cruise from the marina. Boat departs at 1pm and it is a 4 hour long cruise.

The fishing grounds are around 10 miles from the dockside, so typically this takes between 45mins- 1hour to travel there. If you haven’t fished before do not fear, we have a friendly crew onboard that can definably help you. Ask the deckhand for pointers during the cruise out to the fishing grounds and make the most of your fishing time.

Usually the boat makes 2 -3 stops but it depends on how the fish are co-operating! We catch Grunts (Snapper family), Sea Bass and the occasional Grouper. In warmer months we have caught species of shark.

If you want to keep the catch, the crew will ice it for you, and don't forget a cooler for the journey back!

1 Jeff Fuqua Boulevard, Orlando 11.8 mi
5.0
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1 Ratings
$124.99
Deep Sea Fishing Day Tour in the Gulf of Mexico from Orlando
General Admission for One Adult or Child to Madame Tussauds Orlando (35% Off)
General Admission for One Adult or Child to Madame Tussauds Orlando (35% Off)

Visitors admire wax resemblances of historical figures and celebrities and may stand next to all the beloved characters from Justice League

8401 International Drive, Orlando 13.4 mi
4.7
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2,202 Ratings
$26.95 $17.52
34% discount_off
Admission for One Child or Adult
Self-Guided Scavenger Hunt for Two, Four, or Six from ScavengerHunt.com (Up to 61% Off)
Self-Guided Scavenger Hunt for Two, Four, or Six from ScavengerHunt.com (Up to 61% Off)

Participants gear up and launch the ScavengerHunt.com app to start their own adventure, racing against the clock at a time of their choosing

8401 International Drive, Orlando 13.4 mi
3.9
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3,624 Ratings
$40.00 $22.00$18.70
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Self-Guided Orlando Scavenger Hunt for Two People
Child or Adult Admission to SEA LIFE Orlando Aquarium (35% Off)
Child or Adult Admission to SEA LIFE Orlando Aquarium (35% Off)

Come face-to-fin with sharks, sea turtles, & stingrays in Florida’s only 360-degree ocean tunnel. Adventure await you at I-Drive’s aquarium!

8449 International Drive, Orlando 13.4 mi
4.5
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4,500 Ratings
$26.95 $17.52
34% discount_off
Admission for One Child or Adult
Tickets to Madame Tussauds and SEA LIFE Orlando
Tickets to Madame Tussauds and SEA LIFE Orlando

Visitors can admire and learn about marine life as well as take a photo with their favorite celebrity or superhero

8449 International Drive, Orlando 13.4 mi
4.5
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4,500 Ratings
$56.95 $36.95
35% discount_off
Combo Attraction Ticket to Madame Tussauds and SEA LIFE (Adult and Child Options at next step)