If you’re tired of the usual theme park crowds and crave a taste of authentic Orlando, this Like a Local Off the Beaten Path Private Tour could be just what you need. While we haven’t had the chance to experience it firsthand, the detailed itinerary and glowing descriptions suggest it offers a well-rounded glimpse into the city’s lesser-known gems.
What caught our eye are the personalized nature of the tour, with private pickup and exclusive access, along with the chance to explore local flavors, scenic parks, and lakes that are often overlooked. We also appreciate how the tour balances cultural sights with leisurely indulgence, making it appealing whether you’re a foodie, history buff, or someone who simply wants to see a different side of Orlando.
A possible consideration is that, at six hours, this tour packs in quite a bit, which might feel rushed if you prefer a more relaxed pace. Also, since some parts involve purchasing food and drinks, you’ll want to budget for extra snacks or beverages.
This tour looks ideal for travelers seeking an intimate, curated experience that skips the crowds and dives into local charm. Perfect for those who enjoy a mix of history, scenery, and good eats.
Key Points

- Personalized Experience: Only your group participates, ensuring a more tailored visit.
- Variety of Sights: From historic downtown to scenic lakes, there’s a diverse mix.
- Local Flavors: Includes stops at popular spots for cocktails, tapas, wine, and craft beers.
- Scenic Transportation: Enjoy a train ride and boat tour for stunning views and relaxed travel.
- Flexible and Private: Pickup from your hotel makes logistics simple.
- Cost-Effective: At $96 per person, it’s reasonably priced for this curated experience.
A Deep Dive into the Orlando Off-the-Beaten-Path Tour

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Starting Point: Hassle-Free Pickup
The tour kicks off with a private pickup at your hotel, specifically from Westgate Lakes Resort & Spa. Having your transportation arranged means you won’t need to worry about navigating or figuring out public transit, which can be especially stressful if you’re new to Orlando. The start time is 10:00 AM, so you can expect a relaxed morning without the rush.
Exploring Downtown Orlando: Hidden Oasis and Iconic Spots
Your first stop is Historic Downtown Orlando, a part of the city that often gets overshadowed by the theme parks. Here, you’ll enjoy a visit to The Wellborn, a hidden garden oasis perfect for unwinding with handcrafted cocktails and tapas. This spot sounds like a little secret spot where you can savor drinks and bites in a peaceful, lush setting—an excellent change from more touristy venues.
Next, you’ll stroll through Lake Eola Park, a well-loved spot with iconic swan boats, lush greenery, and picturesque scenery. We love the idea of walking through such a scenic landmark, especially since it offers great photo opportunities and a peaceful atmosphere amid the city’s hustle.
The tour then takes you to Orange Avenue, a lively stretch known for its vibrant nightlife. Here, you’ll explore the Corona Cigar Co., which boasts one of the largest humidors in the world. For cigar enthusiasts, this stop sounds like a highlight—imagine exploring a shop that’s almost a shrine to cigars, perfect if you’re into that scene.
A Scenic Ride to Winter Park: Local Transit and Charm
One of the unique features is the SunRail train ride to Winter Park, giving you a chance to experience Orlando like a local. Traveling on the train offers a relaxed way to see the city from a different perspective and adds a touch of authenticity to your day.
Winter Park itself is known for its charm, historic homes, and boutique shopping. After arriving, you’ll indulge in wine, oysters, and craft beer at a local spot, combining tasty bites with a relaxing atmosphere. The tour mentions browsing boutique shops and soaking in the neighborhood’s charm—great for those who prefer exploring on foot and seeing local life in action.
Scenic Boat Tour: The Grand Finale
The day ends with a scenic boat tour through the Winter Park Chain of Lakes. This is often regarded as a romantic or peaceful way to finish the tour, gliding past lush landscapes, historic estates, and picturesque canals. The boat ride offers a different perspective of the city, with stunning views of homes and nature that can’t be experienced from the streets.
What’s Included and What’s Not
The tour covers private transportation, the train ride, and the boat tour, making for a comfortable and scenic day. However, it’s crucial to note that guests are responsible for their own food and drinks at the various stops, which means budgeting for snacks, alcohol, or additional purchases is wise.
Practical Details and Flexibility
Starting at 10:00 AM and lasting around six hours, this experience fits well into a day of exploration. The private nature of the tour means it’s just your group—ideal for couples, friends, or small groups wanting a personalized experience. It’s worth mentioning the free cancellation policy, giving some peace of mind if your plans change.
The Experience We Imagine
Based on reviews and descriptions, this tour promises a balanced mix of cultural sights, scenic views, and local flavors. The stops at historic downtown, Lake Eola, and Winter Park are classic Orlando experiences but delivered with a more intimate, less touristy approach. The inclusion of the scenic boat tour adds a relaxing finale, perfect for unwinding while taking in the city’s natural beauty.
Who Will Appreciate This Tour?
This experience is particularly suitable for those who dislike crowded theme parks and want a more authentic, local feel. If you enjoy learning about the city’s hidden spots, sampling local wines and oysters, and prefer a relaxed pace, this tour could be a great fit. It’s also ideal for travelers who appreciate private, curated experiences and don’t mind budgeting for their own food and drinks.
The Price: Is It Worth It?
At $96 per person, this tour offers a lot of value—especially considering the private transportation, train ride, and boat tour included. The focus on off-the-beaten-path sights means you’ll avoid the crowds and get a more genuine sense of Orlando’s community and charm. While you’ll need to budget for food and drinks, the overall experience seems to justify the price, especially if you value personalized attention and unique local insights.
FAQs

Is this tour suitable for families or children?
While the description doesn’t specify age restrictions, the tour’s focus on scenic walks, drinks, and boutique shopping suggests it’s better suited for adults. Children might enjoy the lakes and boat ride, but some stops involve alcohol and mature themes.
What should I wear?
Comfortable clothing and shoes are recommended since you’ll be strolling through parks and shopping districts. If you plan to explore the boat or train, layers and sun protection are a good idea.
Are meals included?
No, guests are responsible for purchasing their own food and beverages at the stops. The tour includes tasting opportunities, but extra snacks or drinks are not covered.
How long is the train ride?
The specific duration isn’t detailed, but it’s part of the approximately six-hour tour, providing a scenic way to travel between districts.
Is transportation provided throughout the day?
Yes, private transportation is included for pick-up, drop-off, and the scenic boat tour, making logistics easier.
What is the cancellation policy?
You can cancel for free up to 24 hours before the tour begins, and if canceled due to bad weather, you’ll be offered a different date or a full refund.
How many people can participate?
Since it’s a private tour, only your group will participate, making it a personalized experience.
Is this tour good for solo travelers?
Absolutely, especially if you enjoy personalized experiences and want to explore Orlando off the typical tourist trail.
Is there an age limit?
Most travelers can participate, though specific age restrictions aren’t noted. It’s best suited for adults or older children comfortable with walking and sightseeing.
Orlando Like a Local Off the Beaten Path Private Tour
Final Thoughts

This Orlando Like a Local Private Tour offers a chance to see the city from a different perspective—away from the theme park crowds and into neighborhoods that reveal Orlando’s true character. The combination of historic sights, lively local spots, scenic train and boat rides, and delicious tastings makes for a full but manageable day.
If you value personalized experiences and want to explore Orlando beyond its most famous attractions, this tour can give you a richer, more relaxed understanding of the city’s hidden gems. The price is reasonable considering the private transportation, scenic rides, and curated stops, though you should be prepared for extra costs at the various tasting spots.
This tour will suit travelers who like a mix of culture, scenery, and local flavor, especially if you’re after a more intimate, less touristy way to discover Orlando. It’s a solid pick for those wanting to blend sightseeing with culinary indulgence and scenic relaxation.
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