Boston Old Town Trolley
Sit back and relax as expert tour guides turn back the pages of history and highlight the modern wonders of Boston – one of America’s most historic cities.
- Enjoy Boston’s most exciting sightseeing excursion, in operation for more than 25 years.
- Get aboard what Forbes magazine calls “One of the 10 best hop-on hop-off tours in the world.”
- Ride up high for a great view and don’t worry about the weather.
- Visit over 100 points of interest with all-day Hop on/ Hop off privileges at 18 stops.
- Rely on frequent pickup service from Boston’s largest trolley fleet.
- Get free admission to the Old State House Museum and the Dreamland Wax Museum.
- Receive discounted admission to the Boston Tea Party Ships & Museum, the Boston Harbor Cruise, and the Old North Church.
- Use your attraction tickets on any day you like.
Join us on the Old Town Trolley for Boston’s best sightseeing excursion. Relive history and see the best of the city known as the Cradle of Liberty when you get aboard the classic orange and green trolley cars that have been delighting happy guests with fun and educational “Transportainment” for more than 25 years.
Expert guides and city historians will take you back over 250 years to the era of the America's first colonists.
Learn how the colonies broke free of British rule to become a beacon of freedom and the greatest democracy the world has ever known. See all the famous historical sites; feel the drama of Paul Revere’s courageous midnight ride; listen to tales of Revolutionary War rebels and freedom fighters.
National historic landmarks like the Old North Church and the Old State House, Bunker Hill and the site of the Boston Massacre, the Freedom Trail, and colonial cemeteries are just a few of the over 100 sites of interest included in the trolley tour. You will end the day with a far deeper appreciation of Boston’s critical role in the history of the struggling colonies that grew into the United States of America.
Boston is steeped in history and culture, offers a wide array of exciting activities and intriguing attractions, and has always been one of America’s most important places. There is a lot to see and do here, and our expert trolley conductor guides make sure you learn all about it while keeping the ride exciting with historical facts and humorous anecdotes.
Hop off and back on as many times as you like while the Old Town Trolley passes 18 conveniently located stops spread throughout the heart of the city. Visit fashionable shops, museums, and restaurants. Enjoy a beverage at the pub that inspired the hit TV show Cheers. With short waits at every stop and the next trolley always on the way, this is definitely the best way to see the sights of Boston.
Get an in-depth look at Boston from the Harbor to Faneuil Hall and everything between. Take advantage of Cool Destinations’s fast and easy online booking and grab your seat now!
- Reservations are REQUIRED for all bookings
- Book Your Package On-Line
- Get Your Confirmation
- Departure point: Detailed check-in instructions - including address, Google map, and parking information - will be included in your final confirmation email.
Rely on frequent pickup service from Boston’s largest trolley fleet.
Get free admission to the Old State House Museum and the Dreamland Wax Museum.
Receive discounted admission to the Boston Tea Party Ships & Museum, the Boston Harbor Cruise, and the Old North Church.
Use your attraction tickets on any day you like.
What To Bring
- Confirmation Voucher (printed or mobile)
- Any required or suggested items listed on your confirmation email.
- A Smile!
Likely To Sell Out
Spaces are extremely limited this time of year so book early to ensure the date you want.
Voucher Confirmation Info
This tour accepts both printed and electronic vouchers (e-vouchers). You can either print the voucher and present a paper copy on the day of travel. Or, if you travel with a mobile device, simply show your Photo ID and present your voucher on your Smartphone or tablet on the day of travel.
Local Operator Information
Complete operator information, including local telephone number, will be included on your Confirmation Voucher.
Frequently Asked Questions
What is the weather cancellation policy?
If the Boston Old Town Trolley must be canceled due to bad weather, and you cannot go on another day, you will be issued a full refund by Cool Destinations.
Where is the meeting point for this activity?
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Boston Old Town Trolley will be included in your final confirmation email from Cool Destinations. Please be sure to double and triple check your email address is correct at checkout so this important email makes it way to you!
Where can I park my car?
Detailed parking instructions for Boston Old Town Trolley will be included in your confirmation email.
What do I need to show at check-in?
Cool Destinations activities accept both printed and electronic vouchers (e-vouchers). You can either print the voucher and present a paper copy on the day of travel. Or, if you travel with a mobile device, simply show your Photo ID and present your voucher on your Smartphone or tablet on the day of travel.
I am unable to locate the check-in. What should I do?
If you arrive for your activity start point and you are unable to locate the check-in location, we first recommend calling the local contact phone number found on your confirmation email. If you are unable to reach the local contact, we will be more than happy to help you out.
Can I book this activity when I get there?
Cool Destinations activities can only be booked online. It is recommended you pre-book your travel service to avoid disappointment as many of our tours and products are popular and can be sold out early. Therefore, visitors are encouraged to pre-book to ensure a satisfying, worry-free vacation.
Are my credit card details safe?
Your info’s safe with Cool Destinations. We take data protection very seriously and have a 100% secure checkout for all transactions.
1) We use SSL to encrypt all data on the website and use a tokenized processing system from Stripe.
2) Stripe has been audited by a PCI-certified auditor and is certified to PCI Service Provider Level 1.
3) Our servers are monitored 24/7 for malicious activity and unauthorized access attempts.
Are gratuities (tip) included in the price?
No. On most Cool Destinations tours and activities with guides, mates, captains, and assistance, tips are not included. Our general recommendation is 18-20% when you enjoy a quality service experience.
Can I book an activity and leave it open dated?
The majority of travel services provided by Cool Destinations must have a pre-booked date designated in order for the activity to cater for passengers. Exceptions to this are attraction passes, hop on/hop off buses and trolley tours.
When do I need to arrive for check-in?
Unless otherwise noted, please arrive for check-in 30 minutes before your Boston Old Town Trolley begins. The exact start time may be based on your chosen options and will be noted on the confirmation you receive after booking.
“The electric car we rented was clean and easy to drive. Shuttle picked us up quickly and was also clean and new. Driver was very informative and friendly. Great prices and a great time. No problems We will be back!”Michael Darnall
“Capt Gary and first mate Justin were very sharp and effective getting us trained and setup in a couple solid spots on a windy morning. Great job and very friendly. I look forward to going again when I return.”Joseph O'Brien
“I booked the wrong day, and the staff was helpful, friendly and polite about getting us a car on the spot. Thank you!”Phil Polderdyke