Bostons South Shore: Coastal Driving Tour

A Classic Coastal Drive Through Boston’s South Shore

Imagine cruising along Massachusetts’ scenic coastline in a charming 1979 VW Beetle convertible—that’s exactly what you get with Boston’s South Shore: Coastal Driving Tour. For around $325 per group (up to 3 people), you’ll spend about four hours exploring historic sites, seaside towns, and hidden gems, all from the comfort of a vintage car with the wind in your hair. Led by your own host, this private experience is perfect for those who crave a relaxed, intimate way to see the South Shore and its stunning ocean vistas.

What we love most? First, the nostalgic open-air ride in a classic VW Beetle — it’s not often you get to see Boston’s coast from such a fun, retro perspective. Second, the lunch at Scituate Light promises a scenic picnic with panoramic ocean views, making the experience both delicious and visually memorable.

A potential consideration? The car has no air conditioning, so on hotter days, the open-air drive might be a bit more demanding. It’s best suited for travelers who appreciate small-group intimacy and authentic, laid-back adventures rather than luxury comforts. This tour suits those interested in a leisurely, story-filled journey with a touch of vintage charm—perfect for couples, small families, or friends wanting a private, personal experience.

Key Points

• Vintage Convertible Experience: Ride in a 1979 VW Beetle, enjoying an open-air tour of the South Shore.
• Balanced Itinerary: Combines historic stops, seaside scenery, and a scenic picnic.
• Local Stories and Hidden Spots: Your guide shares insights and lesser-known facts about the area.
• Delicious Lunch Included: Picnic-style subs with ocean views at Scituate Light.
• Private & Personalized: Only your group participates, making for an intimate experience.
• Flexible & Weather-Dependent: Good weather is essential; options for rescheduling or refunds are available if weather cancels the tour.

A Detailed Look at the Coastal Driving Tour

Starting Point and Initial Stop: Adams National Historical Park

Your journey begins at 135 Adams St, Quincy, where you meet your guide and get acquainted with the route. The first stop is the Old House at Peace Field at Adams National Historical Park. Here, you’ll learn about the area’s colonial roots and the Adams family legacy—famous for producing two U.S. presidents and shaping American history. The grounds are beautiful, but note that the admission ticket isn’t included, so if you want to explore further, you might need to plan for that separately.

Small but Significant: Dunkin’

Next, you’ll visit the original Dunkin’ Donuts location. This is more than a quick photo op; it’s a chance to hear how this local startup grew into a New England icon. If you’re a fan of the brand, it’s fun to see where it all began, and the quick stop (about 15 minutes) keeps the momentum going.

The Coastline and Seaside Towns: Nantasket Beach Reservation

One of the highlights is a 30-minute stop at Nantasket Beach Reservation, where you can breathe in the salty air and appreciate the expansive shoreline. Your guide shares stories about how Nantasket got its name and why it played a key role in South Shore history. The views here are classic New England—wide, sandy beaches with waves rolling in—perfect for a quick stretch or a photo.

The Heart of the Experience: Scenic Coastal Drive

The core of this tour is the relaxed drive along the coast, filled with breathtaking vistas and local lore. The open-top VW Beetle makes it easy to take in the scenery—waves crashing nearby, small boats bobbing in the harbor, and charming cottages dotting the shoreline. This part is ideal for those who enjoy a leisurely pace and meaningful storytelling from their guide.

Lunch at Scituate Light

The tour’s highlight might be the picnic lunch at Scituate Light. You’ll enjoy classic New England subs—Italian, turkey & cheese, or Caprese—served picnic-style at the foot of the lighthouse. The panoramic ocean backdrop makes every bite more special. Several reviews mention how delicious and satisfying the lunch is, pairing perfectly with the stunning views. Sitting here, you might feel like you’ve stepped into a postcard.

Wrapping Up: Return Journey

After lunch, it’s time to relax as your guide takes you back toward the starting point. The 30-minute ride back is your chance to unwind, wind through coastal roads, and reflect on the day’s sights and stories.

The Practical Details

This tour offers a private, intimate experience with just your group. The vintage VW Beetle provides a nostalgic, open-air ride—though travelers should be aware that it doesn’t have air conditioning. The four-hour duration is enough to see key sights without feeling rushed, making it ideal for those who prefer a relaxed pace.

Included in the price are bottled water and the picnic lunch. The admission fees for historic sites are not included, so plan accordingly if you want to explore more deeply. The tour starts and ends at the same location, so transportation logistics are straightforward.

Weather Considerations

Since the tour depends on good weather, it’s worth noting that if rain or poor conditions cancel, you’ll be offered a different date or a full refund. Given the open-top nature of the car, a rainy day might mean a less enjoyable experience, so keep an eye on the forecast.

Who Will Love This Tour?

This experience is perfect for small groups or couples seeking a personalized, leisurely exploration of the South Shore. It’s especially suited to those who enjoy scenic drives, historic stories, and a relaxed vibe. If you’re looking for a quick, authentic taste of coastal Massachusetts with a vintage twist, this tour checks all those boxes.

Final Thoughts: Who is this tour right for?

For travelers craving a unique, intimate view of Boston’s coastal scenery, this tour offers a delightful blend of history, nature, and vintage charm. It’s especially appealing if you enjoy off-the-beaten-path stories and want to avoid crowded bus tours, thanks to its private setup. The picnic lunch and scenic vistas make it a great option for a laid-back day, but keep in mind the open-air car might not be for everyone on hot or rainy days.

If you’re curious about local history, love the idea of a vintage road trip, or simply want a different way to see the South Shore beyond typical sightseeing, this tour is a charming choice.

Frequently Asked Questions

How long is the tour?
The tour lasts approximately four hours, including stops and lunch.

What’s included in the tour?
You get private transportation in a vintage VW Beetle, a picnic lunch with subs and bottled water, and local stories from your guide. Entrance fees for sites are not included.

Where does the tour start and end?
It begins and ends at 135 Adams St, Quincy, making logistics straightforward for travelers staying nearby.

Can I customize the stops or experience?
This is a private tour, so you might be able to discuss specifics with your guide, but the itinerary as described is fixed.

What should I bring?
Bring sun protection, sunglasses, and comfortable clothing, especially if it’s a warm day, since the car is open-air and lacks A/C.

What happens in bad weather?
If the weather cancels the tour, you’ll be offered a different date or a full refund. The open-top car does not provide cover, so good weather is strongly recommended.

In The Sum Up

This South Shore coastal drive in a vintage VW Beetle offers a memorable, relaxed way to discover some of Massachusetts’ most picturesque seaside towns and historic sites. It’s ideal for travelers who value authentic storytelling, scenic views, and a touch of nostalgia, all wrapped in a private, small-group setting.

While it’s not a luxury experience, the combination of breathtaking scenery, local lore, and a delicious picnic makes this tour a charming, worthwhile outing. Perfect for those seeking a slow-paced, personal adventure along the coast, it’s a perfect addition to any Boston itinerary looking to escape the city bustle for a few hours.