Boston to Kennebunkport Day Trip with Optional Trolley Tour
Boston, United States

Boston to Kennebunkport Day Trip with Optional Trolley Tour

Outty Ranking 76 4.7 · 175 traveler reviews11 hoursFrom $135
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Outty Ranking

76/100

Strongly Recommended. Our proprietary evaluation. How we score

Traveler rating

4.7/5

Based on 175 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Boston to Kennebunkport Day Trip with Optional Trolley Tour worth booking?

Boston to Kennebunkport Day Trip with Optional Trolley Tour is a 11-hour experience in Boston, United States, from $135 per person. It scores 76 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 4.7/5 rating across 175 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
76 / 100
Rating
4.7/5 (175)
Duration
11 hours
From
$135 per person

Nothing quite captures the beauty of New England like the Southern Maine Coast. Incredible scenery, lighthouses, history and great food make this trip a "must" on any Boston visit! After being picked up by our professional guide, you can relax and enjoy the 75 mile drive to York, Maine. There you will stop to view the Cape Neddick Light Station. Construction on this awe inspiring lighthouse was completed on July 1st, 1879. Nubble Light as it is called, is widely regarded as one of the most photographed lighthouses in the country. From there your journey will take you to the town of Ogunquit. Stroll along Marginal Way and enjoy the beauty of a quintessential New England coastline. This 1 1/4 mile path winds along the cliffs overlooking the beating shores of the Atlantic. Next stop will be Kennebunkport where you will have the option to purchase a 1 hour narrated trolley tour. You will also have approximately 2.hours of free time to enjoy lunch, shopping or whatever else you may choose.

What you get

    About this experience

    Nothing quite captures the beauty of New England like the Southern Maine Coast. Incredible scenery, lighthouses, history and great food make this trip a "must" on any Boston visit! After being picked up by our professional guide, you can relax and enjoy the 75 mile drive to York, Maine. There you will stop to view the Cape Neddick Light Station. Construction on this awe inspiring lighthouse was completed on July 1st, 1879. Nubble Light as it is called, is widely regarded as one of the most photographed lighthouses in the country. From there your journey will take you to the town of Ogunquit. Stroll along Marginal Way and enjoy the beauty of a quintessential New England coastline. This 1 1/4 mile path winds along the cliffs overlooking the beating shores of the Atlantic. Next stop will be Kennebunkport where you will have the option to purchase a 1 hour narrated trolley tour. You will also have approximately 2.hours of free time to enjoy lunch, shopping or whatever else you may choose.

    What's included

    Included

    • Stop to view Nubble Lighthouse-one of the most photographed lighthouses in the country
    • Bottled water
    • Snacks
    • Stop in Ogunquit and take a breathtaking stroll along Marginal Way
    • In-vehicle air conditioning
    • 11-Hour Boston to Coastal Maine & Kennebunkport Guided Daytrip
    • Pickup and drop off at one of five strategically located Boston locations
    • 2.5 hours of free time in Kennebunkport for lunch and shopping or whatever you choose
    • 1-Hour Scenic Trolley Tour of Kennebunkport (if purchased separately)

    Not included

    • Gratuities
    • Lunch

    What you'll see and do

    1. Downtown

      You will be picked up at your Downtown Boston hotel by our professional guide.

      15 minutes here

    2. Cape Neddick Nubble Lighthouse

      You will stop to view one of the most photographed lighthouses in all of the United States. Once in York, you will stop to view the Cape Neddick Light Station. Construction on this awe inspiring lighthouse was completed on July 1st, 1879. Nubble Light as it is called, is widely regarded as one of the most photographed lighthouses in the country

      30 minutes here

    3. Marginal Way

      You will have time to walk along this incredible 1 1/4 mile path overlooking the beating shores of the Atlantic Ocean.

      60 minutes here

    4. Perkins Cove

      You will have time to wander around Perkins Cove and perhaps purchase a 50 minute Lobster boat tour (based upon availability and schedule)

      60 minutes here · Admission not included

    5. Kennebunkport

      Spend you afternoon enjoying the many sights and sounds of this amazing New England Town.

      180 minutes here

    6. Walker's Point

      View Walker's Point on your tour of Kennebunkport. (If optional suggested trolley tour is booked by guest)

      Pass by without stopping

    Where it starts and ends

    Hotel pickup

    Pickup is included for all travelers. Pickup begins about 30 minutes before departure.

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en
    Ticket
    Mobile Only
    Runs on
    Mon, Wed
    Group size
    Up to 24 travelers per booking
    Operated by
    New England Trips Inc.

    Know before you go

    • Infants and small children can ride in a pram or stroller
    • Service animals allowed
    • Public transportation options are available nearby
    • Not recommended for travelers with spinal injuries
    • Not recommended for travelers with poor cardiovascular health
    • Travelers should have at least a moderate level of physical fitness

    Photos

    Nubble Light-one of the most photographed lighthouses in the country, Boston to Kennebunkport Day Trip with Optional Trolley TourWelcome!, Boston to Kennebunkport Day Trip with Optional Trolley TourDowntown Kennebunkport, Boston to Kennebunkport Day Trip with Optional Trolley TourMarginal Way and it's breathtaking views, Boston to Kennebunkport Day Trip with Optional Trolley TourLobster Crossing Ogunquit, Boston to Kennebunkport Day Trip with Optional Trolley TourWalker's Point Bush Compound, Boston to Kennebunkport Day Trip with Optional Trolley Tour

    What travelers are saying

    Outty’s summary of the themes that recur across 171 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    6 mentions

    Travelers single out the guide as the reason the experience works.

    Knowledge and storytelling

    2 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Value for money

    2 mentions

    Travelers feel they got more than they paid for.

    Traveler reviews

    171 verified traveler reviews for Boston to Kennebunkport Day Trip with Optional Trolley Tour. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    141
    4 star
    18
    3 star
    8
    2 star
    1
    1 star
    3
    Sort
    aleenat239 · September 2026

    Horrible staff, horrible tour

    Horrible trip. The description did not match what was done. The driver was not happy to begin with, the driver that was supposed to actually take us broke her foot. The substitute driver clearly did not want to be there and was basically had no choice and we could tell. The substitute driver dropped us at a location for 5 hours and she went home. We had to call the company and ask her to come back. There was zero hours of driving to see a costal view. We asked Chris to cancel Martha’s because it’s the same company he basically argued with me and said that there was nothing wrong with what the driver did. The driver lied and said we wanted to go home because we were cold- despite it being a beautiful day and us buying ice cream. We had a horrible experience with this company and do not recommend this tour or this company. Steve I’m ready for your response - that basically defends your company with zero accountability. When a customer is telling you ways to improve- you listen (shows a lot about the mind set of the staff that works for this company). I do plan to share this experience on all social media platforms. I have the voicemails and receipt’s.

    Response from the operator: Thank you for your review. I apologize for the way that the day unfolded. It is never our intention to provide anything less than an enjoyable day for our guests. You were fully refunded for both experiences. This has been handled in house and I'm sure that it will not happen again. Kind Regards, Stephen M. Belcastro President New England Trips Inc.

    via Tripadvisor

    London_J · July 2026

    A five star must do trip and guide!

    Jennifer was the best tour guide we have experienced through our travels. She made sure that it was a stress free day even before it started. She listened to our requests and made us feel that we were here number one priority. She made us feel safe throughout the day and she went out of her way to provide a 5-star service. This tour was beautiful, relaxing, fun, and so much more. I’d give this tour (especially our guide) more stars if I could! It was the best part of our trip! Thank you!

    Response from the operator: Thank you so much for your amazing 5 Star review of our Day trip to The Southern Maine Coast including Kennebunkport. I am so happy to hear how much that you enjoyed your guide Jennifer. I'm not surprised by the rave review as she is simply great at what she does. I'm glad that your group had such an enjoyable day! I really appreciate you taking the time to share your 5 Star experience! Sincerely, Stephen M. Belcastro President New England Trips Inc.

    via Viator

    karentoward · July 2026

    Don't miss this trip

    This trip was fantastic from start to finish. Jen was a great guide who gave us the full experience. Pick up was prompt and the vehicle was clean. The whole area was absolutely beautiful and each stop was great with enough time to appreciate the surroundings. If in Boston, would definitely recommend this trip

    Response from the operator: Thank you for your FANTASTIC 5 Star review of our Day trip to Kennebunkport from Boston. I'm glad that you enjoyed your time with Jen and the beautiful sights and sounds of the Southern Maine Coast. Your RECOMMENDATION is sincerely appreciated. Kind Regards, Stephen M. Belcastro President New England Trips Inc.

    via Tripadvisor

    Jim_K · June 2026

    Great tour

    Excellent tour. Lucia was a good guide, giving lots of information on route. Good breakfast stop, though a little rushed. Two good stop offs, with a good amount of time. Ample time in Kennebunkport.

    Response from the operator: Thank you for your EXCELLENT 5 Star review of our Day trip to Kennebunkport from Boston. I'm glad that you enjoyed both your time with Lucia and your time exploring the Southern Maine Coast. I appreciate you taking the time to share your experience. Kind Regards, Stephen M. Belcastro President New England Trips Inc.

    via Viator

    hbuzinski · June 2026

    Relaxing day

    Nice stops, beautiful tour. We did the optional trolley tour and it was nice. The brewery had good beers, Allison's was fairly priced and good.

    Response from the operator: Thank you for your 4 Star review of our Day trip from Boston to Kennebunkport. I am glad that you enjoyed your trolley tour and your day exploring the Southern Maine Coast. Thanks for sharing. Kind Regards, Stephen M. Belcastro President New England Trips Inc.

    via Viator

    Good to know

    Duration
    11 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Mon, Wed
    Hotel pickup
    Included for all travelers
    Booked in 30 days
    61
    Verdict
    Strongly Recommended

    Who runs this experience

    Operated by New England Trips Inc., who run 5 experiences we rank across 1 city, with an average Outty Ranking of 76.4.

    See everything New England Trips Inc. runs

    Why this scores 76

    The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

    Traveler sentiment (30% weight)78
    Review evidence (18% weight)64
    Booking momentum (14% weight)58
    Value for money (12% weight)100
    Listing quality (10% weight)85
    Local standing (8% weight)58
    Booking flexibility (8% weight)100

    Boston to Kennebunkport Day Trip with Optional Trolley Tour: questions travelers ask

    Practical detail on this experience, plus the wider planning questions for Boston.

    How much does Boston to Kennebunkport Day Trip with Optional Trolley Tour cost?

    +

    Prices start at $135 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Boston usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does Boston to Kennebunkport Day Trip with Optional Trolley Tour take?

    +

    Plan for about 11 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Boston is not rushed.

    Is Boston to Kennebunkport Day Trip with Optional Trolley Tour worth it?

    +

    It holds an Outty Ranking of 76 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.7/5 across 175 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Boston, and how flexible the cancellation terms are.

    Can I cancel or reschedule Boston to Kennebunkport Day Trip with Optional Trolley Tour?

    +

    Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.

    Is Boston to Kennebunkport Day Trip with Optional Trolley Tour suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 11-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Boston to Kennebunkport Day Trip with Optional Trolley Tour?

    +

    Around 61 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Boston can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.

    What should I bring or wear?

    +

    Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Boston and add a light layer if any part of the 11-hour experience runs outdoors or after sunset.

    Where does Boston to Kennebunkport Day Trip with Optional Trolley Tour start and how do I get there?

    +

    The exact meeting point and directions are on your voucher once you book, and they sit in central Boston within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.

    What are the best things to do in Boston?

    +

    Boston is compact enough that a good walking guide beats any bus. Freedom Trail walks, harbour cruises, Fenway tours and whale-watch runs out to Stellwagen Bank are the core, plus Salem and Cape Cod as day trips. Outty Ranking weights guide storytelling and group size heavily, because on the Freedom Trail the narration is the entire product. On Outty we rank every Boston experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Full Revolutionary Story Epic Small-Group Boston Walking Tour, Boston: Freedom Trail History Small Group Walking Tour, Boston's Freedom Trail: A Revolutionary Walking Tour. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.

    When is the best time to visit Boston?

    +

    May to October. Whale watching runs roughly April through October only. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.

    How many days do you need in Boston?

    +

    Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.

    Do I book through Outty or through the operator?

    +

    Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.

    What is included in Boston to Kennebunkport Day Trip with Optional Trolley Tour?

    +

    Included: Stop to view Nubble Lighthouse-one of the most photographed lighthouses in the country; Bottled water; Snacks; Stop in Ogunquit and take a breathtaking stroll along Marginal Way; and In-vehicle air conditioning. Not included: Gratuities; and Lunch. Always check the voucher for the final list before you travel.

    Does Boston to Kennebunkport Day Trip with Optional Trolley Tour include hotel pickup?

    +

    Yes, pickup is offered for every traveler from 6 listed pickup locations in and around Boston. Be ready about 30 minutes before the start time.

    What languages is Boston to Kennebunkport Day Trip with Optional Trolley Tour offered in?

    +

    It runs in English. Pick your language when choosing a date and time, as not every departure runs in every language.

    Will I get instant confirmation and a mobile ticket for Boston to Kennebunkport Day Trip with Optional Trolley Tour?

    +

    Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.

    Is Boston to Kennebunkport Day Trip with Optional Trolley Tour wheelchair or stroller accessible?

    +

    The operator notes: Infants and small children can ride in a pram or stroller. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to Boston to Kennebunkport Day Trip with Optional Trolley Tour if the weather is bad?

    +

    This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.

    What do travelers say about Boston to Kennebunkport Day Trip with Optional Trolley Tour?

    +

    Across 175 reviews averaging 4.7 out of 5, recurring themes include the guide, knowledge and storytelling, value for money. Travelers single out the guide as the reason the experience works.

    Ready to lock in your spot?

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