Free cancellation

Private Tour from Boston to Plymouth & South Shore Highlights

★ 5.0 (6 reviews) · By Trailblazer Tours Boston - Private Tours

Experience the charm of the Plymouth & South Shore area on this private tour from Boston. Over six hours, you'll enjoy stunning coastal views, learn about early American history, and explore picturesque towns along the shoreline.

Start your day with a visit to the birthplace of Presidents John Adams and John Quincy Adams, then take a fun detour to the first Dunkin' Donuts—yes, the very first! Afterward, relax and take in the scenery as we drive through charming towns like Hingham, Cohasset, and Duxbury, capturing plenty of photo opportunities along the way.

Next, immerse yourself in Plymouth’s rich Pilgrim history. Walk through key sites, hear stories about the Pilgrims' journey, and see the legendary rock. For history buffs, there's also a chance to step aboard a replica ship and get a real sense of the tough voyage across the Atlantic. The day wraps up with a scenic drive back to Boston, making this a perfect escape from the city.

Frequently asked questions

What is included in the Plymouth & South Shore private tour?

Your tour includes private transportation, admission fees to certain sites, and pickup and drop-off in downtown Boston.

How long does the tour last?

The tour runs for approximately 6 hours, giving you plenty of time to explore and enjoy the sights.

Is lunch included?

No, lunch is not included. There will be stops where you can choose to dine at your own expense.

Is this tour suitable for children?

Yes, it’s suitable for travelers of all ages, including infants and small children who can ride in strollers or prams.

Can I customize the itinerary?

This is a private tour, so you can discuss your preferences with your guide to tailor the experience.

What happens if the weather is bad?

The tour may be canceled or rescheduled in case of bad weather. You will be notified and can choose to cancel for a full refund.

Free cancellation

Cancel at least 24 hours before your scheduled departure for a full refund.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 6 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 6 hours
Languages English
Group size Up to 4 people
Ages accepted 0 to 120 years
Accessibility Suitable for all physical fitness levels; infants and small children can ride in strollers or prams

What's included

Included

  • Private transportation
  • Admission fees to sites
  • Downtown Boston pickup and drop-off

Not included

  • Lunch

Itinerary

A scenic and historical journey through South Shore towns and Plymouth, with plenty of photo stops, storytelling, and cultural highlights.

  1. Drive through Southie and to the Presidents' neighborhood

    Drive through South Boston and visit the homes of John and Abigail Adams, learning about their history.

    45 minutes
  2. Visit the birthplace of Presidents John Adams and John Quincy Adams

    Stop at their historic homes just outside Boston.

    30 minutes
  3. Scenic drive through Hingham, Hull, and Cohasset

    Enjoy picturesque views and charming coastal towns.

    40 minutes
  4. Lighthouse stop and story of its teenage residents

    Visit a lighthouse and hear about its young residents' impact during the War of 1812.

    15 minutes
  5. Drive along the coast, visit a famous oyster town, and dip your toes at the beach

    Enjoy ocean views, explore a beach, and take photos.

    40 minutes
  6. Scenic drive through Marshfield into Plymouth

    Take in the coastal scenery as you approach Plymouth.

    30 minutes
  7. Walking tour of Pilgrim sites and the legendary rock

    Learn about the Pilgrims' journey, their settlement, and see the historic rock.

    1 hour
  8. Visit a replica ship to experience the Atlantic crossing

    Board a ship replica and imagine the tough voyage. Admission not included, $15 per adult.

    30 minutes
  9. Stop at the Pilgrim monument

    View the 81-foot monument honoring Pilgrim ideals.

    10 minutes
  10. Return drive to Boston

    Head back to the city, with some traffic unpredictability expected.

    1 hour

Meeting point & pickup

Pickup from your downtown Boston hotel or meet at the designated start point.

We offer pickup from any downtown hotel or meet you at Flour Bakery on Farnworth Street if you're outside the city. Exact pickup time will be confirmed after booking.

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How to get there

Pickup is available from 88 listed hotels. The specific time will be confirmed once your reservation is made.

Cancellation & confirmation

Free cancellation

Cancel at least 24 hours before your scheduled departure for a full refund.

  • 100% refund if canceled at least 1 day in advance
  • No refund if canceled within 24 hours
  • Tour may be canceled due to bad weather

Confirmation within 24 hours

The provider reviews your request and confirms your booking usually within a day.

From $995.00 per person

Traveler Age 0–120
1
  • Free cancellation
  • Secure checkout with our booking partner

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