Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover Orlando beyond the theme parks with this private, 6-hour tour featuring local neighborhoods, scenic train rides, boat cruises, and authentic bites.
Imagine stepping away from the thrill of roller coasters and crowds, and instead uncovering Orlando’s lesser-known charms. That’s exactly what this private tour promises—an authentic glimpse into the city’s hidden neighborhoods, local flavors, and scenic landscapes. Designed for curious travelers looking to experience Orlando’s real personality, this six-hour journey offers a relaxed yet packed taste of what makes the city special beyond its famous theme parks.
What we really like about this tour is its focus on local neighborhoods and authentic experiences. First, the private transportation ensures a smooth, personalized day, avoiding the chaos of large group tours. Second, the combination of scenic train rides and boat cruises provides a lovely way to see the area from different perspectives. One possible consideration is the need for some walking and outdoor exposure, so it’s best suited for travelers who enjoy a bit of exploration on foot. This tour is perfect for those who prefer a relaxed pace, love discovering hidden gems, and want a taste of Orlando’s local culture and scenery.


This tour is a well-rounded way to see Orlando from a different angle. It balances cultural sights, natural beauty, and flavorful food, making it ideal for travelers who want more than just theme parks. Let’s break down each part of the day.
For a more personal experience, these private Orlando tours deliver individual attention
The experience kicks off at 10:00 AM with a private pickup from your hotel, which means no fuss or waiting for crowded buses. Brittany, the guide, keeps things flexible and personable—important for making you feel comfortable and engaged. The initial ride sets a relaxed tone, allowing you to settle in and start the day on your own terms.
Your first stop takes you into the heart of Orlando’s historic downtown. Here, you’ll visit The Wellborn, a hidden gem known for its handcrafted cocktails and tapas. Imagine sipping a well-made drink amidst lush greenery in a garden hideaway—an oasis away from the city’s hustle. The Wellborn isn’t just a bar; it’s an ambiance that transports you to a peaceful retreat.
From there, a leisurely stroll through Lake Eola Park offers some of the city’s most iconic sights. You’ll see the famous swan boats and the picturesque fountain, all set against the skyline. This spot is perfect for photos and people-watching, and it gives you a sense of how locals enjoy outdoor city spaces.
Next, the tour explores Orange Avenue, a lively corridor filled with shops, cafes, and nightlife. A visit to Corona Cigar Co. offers more than just tobacco; it’s an experience. One highlight is its massive humidor, among the largest in the world, where you can see a wide variety of cigars in a rich, aromatic setting. If you’re a cigar lover or curious, it’s a fun peek into local craftsmanship.
Midday, you’ll hop aboard the SunRail, Orlando’s commuter train, for a scenic journey northeast to Winter Park, a charming enclave known for its boutique shopping and cultural vibe. The train ride itself is a fun way to see the city from a local’s perspective, offering quick glimpses of neighborhoods, parks, and lakes.
Once in Winter Park, you’ll explore Park Avenue, a street lined with boutiques, cafes, and art galleries. Here, sampling wines, oysters, and craft beer becomes a highlight. Imagine enjoying fresh oysters and local brews while wandering through charming shops—an ideal way to indulge in local flavors and relax in a vibrant atmosphere.
No visit to Winter Park would be complete without a scenic boat tour on the Chain of Lakes. This cruise reveals lush landscapes, elegant estates, and picturesque waterways lined with historic homes. It’s a peaceful, romantic way to conclude your day, and the views are truly stunning. Travelers mention the lush scenery and the chance to see Orlando’s lakes from a different perspective, making it a memorable, calming finale.

The tour costs $96 per person, which is quite reasonable considering the private nature, transportation, and multiple activities included. The price covers private pickup, scenic train ride, boat tour, and guided exploration, but guests will need to purchase their own snacks, drinks, and food at the various stops.
The duration is approximately 6 hours, perfect for those who want a full, enriching taste of Orlando without the fatigue of a full day’s outing. The meeting point is Westgate Lakes Resort & Spa, and the tour ends back there, offering convenience if you’re staying nearby.
Though no reviews are currently available, the descriptions and planned activities suggest an experience that’s engaging, scenic, and authentic. The inclusion of scenic views, excellent wine options, and delicious food indicates a high-value experience that’s both fun and relaxed.
This experience suits travelers who want to see Orlando beyond the theme parks and are interested in local neighborhoods, scenic views, and good food. If you appreciate scenic boat rides, scenic train journeys, and exploring boutique shops, you’ll find this tour engaging. It’s especially good for those who prefer a relaxed pace and personalized attention.
It’s also excellent for couples, small groups, or solo travelers who want a private, intimate look at Orlando’s lesser-known spots. If you’re curious about local flavors, enjoy a mix of outdoor activities, and love discovering hidden gems, this tour will fit perfectly into your trip.

This private Orlando tour offers a refreshing departure from the usual tourist hotspots. It emphasizes authentic local scenes, scenic waterways, and delicious bites, all wrapped up in a flexible, intimate package. For a reasonable price, you get a chance to see Orlando through a different lens—one that’s more about local culture, natural beauty, and good company.
The combination of scenic views, boutique shopping, and food makes this an attractive choice for travelers seeking a balanced, laid-back adventure. It’s especially suitable for those who enjoy learning about local life and savoring the flavors of a city that’s more than just theme parks.

How long is the tour?
The tour lasts approximately 6 hours, giving you plenty of time to enjoy all the stops without feeling rushed.
Does the tour include transportation?
Yes, private transportation is included, covering pickup, scenic train, and boat rides, simplifying your day.
What should I bring?
Bring comfortable shoes for walking, your own snacks or drinks if desired, and a camera for the scenic views.
Is the tour suitable for all ages?
Most travelers can participate, but it’s best suited for those who enjoy outdoor activity and mild walking.
What’s included in the price?
Your ticket covers private pickup, train ride, boat cruise, and guided exploration. Food and drinks at stops are not included.
Can I cancel?
Yes, you can cancel up to 24 hours before the tour for a full refund, making it flexible if your plans change.
Where does the tour start and end?
It begins at Westgate Lakes Resort & Spa and ends back there, making it convenient if you’re staying nearby.
Is this tour weather-dependent?
Yes, good weather is required. If canceled due to bad weather, you’ll be offered a different date or full refund.
This Orlando off-the-beaten-path tour invites you to see the city through a local’s eyes, savor some excellent bites, and enjoy scenic waterways—all in a relaxed, private setting. If you’re craving an authentic, memorable experience that reveals Orlando’s hidden side, this is a thoughtfully curated choice.