If you’re looking for a unique way to experience Oceanside and its surroundings, this Oceanside, Auto Museum & Winery Tour & Tasting might just be worth considering. While I haven’t personally taken the tour, I’ve gone through the details, reviews, and itinerary to give you an honest, practical overview.
What immediately piqued my interest are a couple of standout features: riding in a sidecar with communication helmets and the chance to combine scenic coastal views with a touch of local history and good wine. The tour offers a nice balance of sightseeing, cultural insights, and leisure—something for travelers who enjoy a bit of everything.
One thing to keep in mind is the price point of $595 per group for about three hours. For some, this may seem steep, especially considering the small group size and exclusive nature of the experience. But if you’re after a memorable, personalized outing that blends adventure, taste, and a little history, it could be well worth it.
This tour suits those who want an active, engaging experience that’s not just a sit-and-watch kind of thing. Whether you’re a solo traveler, a couple, or a small group, it’s perfect if you enjoy a bit of thrill, scenic beauty, and cultural stops, especially if you’re into vintage cars and wine.
Key Points

- Unique Transportation: Riding in a sidecar adds a fun, vintage vibe and makes the tour stand out.
- Inclusions Matter: Wine tastings and helmets with communication systems boost the experience.
- Flexible & Customizable: Starting points and optional activities like beach picnics give you some room to tailor the outing.
- Short & Sweet: About three hours, making it a manageable addition to your day without feeling rushed.
- Scenic & Cultural Stops: From Oceanside’s pier and beach promenade to the historic Mission San Luis Rey, there’s a nice variety.
- Educational & Entertaining: The auto museum offers a trove of Americana collectibles, vintage cars, and memorabilia.
Starting With the Basics: What’s the Experience Like?
This tour is designed to be a three-hour adventure that combines riding in a sidecar around Oceanside with stops at key sights and attractions. You’ll be picked up, or you can choose a flexible starting point, making it convenient whether you’re staying nearby or want to meet at a specific spot.
The experience starts with an about 20-minute ride through Oceanside, where you’ll get to take in spectacular views of the Pacific Ocean, the historic wooden pier, and the bustling beachside promenade that surfers and locals flock to year-round. Riding in a sidecar with a helmet-mounted communication system is a highlight—imagine cruising along with your friends or partner, chatting easily as you soak up the scenery. It’s a laid-back ride that’s perfect for photos and enjoying the breeze.
Next, the tour stops at Mission San Luis Rey, one of California’s oldest and most significant missions. Passing by these historic sites offers a glimpse into the area’s past, and a quick 5-minute stop lets you appreciate its architecture and historical importance. It’s a brief visit but enough to add some cultural context.
The real star of the tour is the Deer Park Winery & Auto Museum, where you’ll spend about an hour. The winery offers wine tastings included in the price, giving you a chance to savor local flavors among beautiful outdoor grounds. The auto museum is a treasure trove for vintage car lovers and Americana collectors, boasting hundreds of vehicles, classic gas pumps, vintage radios, and even themed rooms like a Coca-Cola room and Barbie doll collection. Several reviews mention how nice the vintage cars and Americana collectibles are—”very nice old cars, furniture, signs, Barbie dolls, even the vineyard outdoors and some beautiful roses” are often highlighted.
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What to Expect During the Tour

Oceanside Scenery & Coastal Highlights
We loved the way the ride takes you past one of the oldest, longest wooden piers on the West Coast, which is a sight in itself. The beachside promenade with surfers riding the waves gives a lively, authentic California beach vibe. The ride is slow-paced, leaving plenty of time for photos and just soaking in the views.
The helmets with HD Bluetooth audio systems let you chat with your companions without having to shout over the wind—an underrated feature that makes the experience more fun and interactive. One reviewer described their tour as a chance to learn about their community in a way they hadn’t before, which speaks to the educational aspect hidden within the sightseeing.
Cultural & Historic Stops
The Mission San Luis Rey is a quick yet meaningful stop that adds depth to your day. The mission’s architecture and history give insight into California’s early days, and it’s a peaceful spot to walk around for a few minutes.
Winery & Auto Museum
The highlight for many is the Deer Park Winery and Auto Museum. The wine tastings are included, so you won’t have to pay extra for that—ideal if you want to sample local vintages without worrying about additional costs. The museum houses impressive collections, including vintage American convertibles and Americana collectibles, which appeal to car buffs and history lovers alike.
A review noted the outdoor vineyard area and roses, which make for a lovely backdrop for tasting or just wandering around. The collection includes antique bicycles, radios, gas pumps, and a Coca-Cola room, giving you a nostalgic look at Americana.
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Optional Add-Ons
You can extend your experience with a picnic on the beach for an additional $75, which is a lovely idea if you want a more relaxed, gourmet-style ending to your day. The tour also offers additional options around Carlsbad or local markets on certain days, adding local flavor and more sightseeing possibilities.
How Does the Price Stack Up?

At $595 for up to three people, the tour isn’t cheap, but it’s geared toward those who want a personalized, exclusive experience. You’re paying for private transportation, the novelty of sidecar riding, wine tastings, and access to a vintage auto museum. For some, that’s a fair trade, especially if you’re celebrating a special occasion or want a memorable day out.
When comparing the value, think about the unique nature of the ride, the scenic views, and the behind-the-scenes look at vintage Americana. Plus, the included wine tastings add a layer of indulgence that many other tours don’t offer.
Who Will Love This Tour?

This experience is ideal for adventurous travelers who enjoy outdoor activities, vintage cars, and small-group intimacy. It’s perfect if you’re looking for a quirky, fun way to explore Oceanside and its history, with the bonus of tasting local wines.
If you’re traveling with someone who loves cars or history, or if you want a different kind of sightseeing that mixes mobility with cultural stops, this tour checks those boxes.
It’s also suitable for adults and older teens, but keep in mind that pet owners have noted that service animals are allowed, making it more accessible for some travelers with assistance animals.
Final Thoughts

This Oceanside sidecar tour offers a distinctive way to see the coast, combining scenic rides, cultural insights, and wine tasting. The vintage vibe and personal touches make it stand out, especially if you enjoy a little adventure and history in your outings.
While the price might be a consideration for some, the small-group experience, the included tastings, and the fun of riding in a sidecar make it a memorable choice for those wanting to add something special to their California trip.
If you’re after a relaxed, engaging, and slightly quirky day — especially with an appreciation for vintage vehicles and good wine — this tour could be just the ticket.
Oceanside, Auto Museum & Winery Tour & Tasting
“I had lived in La Jolla for 1.5 years when I took the tour. I thought I knew the community well but I was obviously wrong. There was so much to lea…”
FAQ

Is the tour suitable for children?
While the description doesn’t explicitly mention children, the ride involves helmets and a slow-paced sightseeing. It might be best suited for teens and adults, but younger children could potentially join if comfortable with riding in a sidecar and wearing a helmet.
How long is the tour?
It lasts approximately 3 hours, making it a nice half-day activity that fits into larger itineraries.
Are there any optional activities?
Yes, you can opt for a picnic on the beach for an additional $75, and there are local market options on certain days like farmers markets and sunset markets.
What does the price include?
The fee covers private transportation, helmets with communication systems, bottled water, and wine tastings at the winery. The auto museum admission is also included.
Can I start the tour from different locations?
Yes, there are flexible starting points available, and pickup is offered, adding convenience.
What if the weather is bad?
Since good weather is necessary for the ride, poor weather may result in cancellation, but you’ll be offered a different date or a full refund.
How far in advance should I book?
Booking about 9 days ahead on average is recommended, though availability might vary.
If you’re in the area and looking to combine scenic coastal views, a dose of history, and a touch of luxury with wine, this tour offers a memorable way to see Oceanside in style.
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