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Intown Trolley

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“The Best Way to See Kennebunkport”

For over 30 years, Intown Trolley has been the best choice for exploring the charm and history of the Kennebunks. As soon as you hear the friendly chime of our trolley bell, you’ll know summer has officially arrived in our picturesque town.

Hop aboard one of our quaint open-air trolleys for a 60-minute narrated sightseeing tour and immerse yourself in the captivating beauty of Kennebunkport, Maine, and its surrounding region. Perfect for the whole family, our tours provide a delightful and engaging way to discover Kennebunkport’s rich history, while enjoying breathtaking views.

For a more intimate experience, we also offer private 60-minute narrated sightseeing tours that are perfect for groups of up to 20 passengers. Ideal for family gatherings or group outings, our private tours offer a memorable way to explore Kennebunkport’s most captivating landmarks.

Elevate your wedding or special event with a charming touch by chartering one of our pristine trolleys . Designed for elegance and comfort, our trolleys accommodate up to 30 passengers and feature cushioned oak seating, frosted glass arched windows, and brightly polished brass railings.

Why Book with Us?

  • Our expert guides share fascinating stories and local lore you won’t find in a guidebook.
  • All tours are 100% live in real time—you’ll never hear the same narration twice!
  • Our trolley offers a perfect vantage point for capturing the beauty of Maine’s coastline and iconic landmarks.
  • Perfect for all ages—whether you’re traveling with family, friends, or solo, our trolley tours offer something for everyone.
  • A ride on Intown Trolley isn’t just a tour; it’s an experience. Create lasting memories with us!

This season’s tours will begin running soon & online booking is available!

Tours available:

Saturday, May 18th & Sunday May 19th

Daily Tours begin on Friday, May 24th

Tours are available to book in advance on our website.  Click “BOOK NOW” to see tour schedules and details.

*WALK ONS ARE WELCOME WHEN SPACE IS AVAILABLE – cash only*

We are excited to be back touring the Kennebunks and we look forward to having you on board!

Tour Costs: Adults – $28

Children (up to age 12) – $22

Children 2 & under are free

Book your seat online to be guaranteed a seat & save. Adult fare for walk ons is $30.

Finding us is easy! While there’s no parking directly at the Trolley Stop, there are several convenient options nearby:

  • 30 North Street : Free parking for passenger vehicles, just a ½ mile walk to the Trolley Stop. This is typically the best spot to find available space.
  • 11 Dock Square : Pay-by-the-hour public parking is available in Dock Square, right behind Alisson’s Restaurant.
  • Street Parking Limited street parking may be available within walking distance of the Trolley Stop. Try Chestnut Street, Pearl Street, or Green Street for potential spots.

Intown Trolley © 2024 - All rights reserved | Photos courtesy C.A.Smith Photography

NATIONAL PARK TOUR WITH JORDAN POND HOUSE POPOVERS

Oli’s Trolley

Oli's Trolley

Narrated trolley tours of bar harbor & acadia national park on mount desert island maine.

CLICK HERE FOR FAQ’S – PARKING, CHECK IN AND MORE!

Narrated Trolley Tours

All itineraries/routes may change due to weather, construction, and congestion both inside and outside of Acadia National Park

  • Most Popular!

Acadia National Park Tour

Our fully-narrated tour offers the most complete and comprehensive sightseeing experience of the Downeast area.

  • Hour Glass 30 minutes

Downtown Bar Harbor Tour

Explore this unique area, from the quaint village to the downtown district of Bar Harbor, on a scenic trolley tour.

  • Hour Glass 3 hours , 4 hours

Acadia National Park Private Small Group Tour

Experience the biggest attractions of Acadia National Park, including Cadillac Mountain, the Jordan Pond area, Thunder Hole on Ocean Drive, Sand Beach, and Otter Cliffs.

Mount Desert Island's Best Tour Company

Our fully narrated tours of Mount Desert Island are a fun, relaxing way to discover the unique treasures of the island. Enjoy our friendly guides’ knowledge and flair for storytelling as you journey past historic landmarks and fantastic scenery.

For new visitors and returning guests alike, Oli’s Trolley offers an unforgettable way to explore Bar Harbor and Acadia National Park. Join us to see why guests say it’s the best tour they have ever taken!

We can accommodate manual wheelchair needs on our Acadia National park tours with an advance reservation, which must be made via telephone with an agent to ensure availability.

Named Business of the Year by the Bar Harbor Chamber of Commerce!

"Jim was our tour guide. He was funny and experienced. I'm expected the tour company should included the tipping of his excellent services because we're paying $10.00 more per person on-line compared if I purchase right at the tour location on the same day we arrived."

"Took the 2 hour tour on a Friday afternoon. Our guide/driver was very good and knowledgeable regarding the park. Was able to answer our questions and keep the presentation lively. Would certainly recommend this tour company. Ticketing was easy. Good value for the price of the tour."

"Fred was great.. very knowledgeable he had information for the entire 4hrs tour. only issue was the fog that blocked the view from Cadillac Mtn. 30 min stop at 4 locations provided time to view and even get popover at Jordan Pond."

"Great tour which I would highly recommend! Tour guide was extremely knowledgeable and it was fun to hear all the background history and stories about the park. Trip was perfectly timed and the stops were amazing."

Boat Tour. Photo Credit: Bill Frappier

Portland Discovery Land & Sea Tours

Don’t just see Portland- Discover it! Hop onboard the “Discovery” trolley or, one of our classic cruise boats for a fun, entertaining and informative tour of the city or the bay.

170 Commercial St Portland, ME 04101

P. (207) 774-0808

2023 Season Runs: April 29 to October 29

On our open-air trolley, we’ll tour the charming downtown, the stately West End and the cobblestone streets of the Old Port as we make our way to Portland Head Light-Maine’s oldest and most photographed lighthouse. On both the Harbor Cruise and our Sunset Cruise we’ll travel the gentle waters of Casco Bay while enjoying views of the inner bay islands, historical forts, scenic lighthouses, seals and sea birds.

Maximize your time in Portland and combine a trolley and boat tour for a memorable Land and Sea adventure! Our fully narrated tours depart daily from Long Wharf in the heart of the Old Port from April through October.

View Full Schedule Online: portlanddiscovery.com

  • Providing tours of Portland and Casco Bay for over 20 years!
  • Winner of Trip Advisor Certificate of Excellence 5 years in a row Friendly, attentive staff consistently provides service excellence.
  • Group tours and private charters available by land and sea. Convenient location in the heart of the Old Port!
  • Find us at 170 Commercial Street (Look for the blue and white building that says “Long Wharf” on top)

Maine Tour Company

Maine Tour Company

The best tours and activities in maine, planning your maine vacation just got easier our directory of tours and activities in maine lets you browse and buy entry to incredible experiences curated by locals.

We are the home of the best tours, activities, and things to do in Maine. We travel the Pine Tree State from north to south, east to west and everywhere in between to bring to you the widest range of experiences for your next Maine adventure!

Featured Tours & Activities

All-inclusive lighthouse & sightseeing charter.

Embark on an unforgettable adventure with our all-inclusive sightseeing excursion in Portland!

  • Activity , Tour
  • Private Groups Only

Portland’s Best Craft Beverages Bus Tour

This afternoon bus tour is a look at many different craft alcohol products that are being made here in the city of Portland.

Private Island Fort Tour

Board the Elizabeth Grace for this exclusive one-of-a-kind experience. Whether you are a local or visiting from away, the stone fortresses built in the early 19th century in Portland Harbor are always captivating.

Providing 5-Star Maine Experiences!

maine trolley tour

Sail into savings with our Combo Tours!

Portland Discovery

CRUISE SHIP PASSENGERS

Tours for cruise ship passengers, choose your dates and book today.

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Welcome to Portland Maine

Portland Discovery offers you the opportunity to learn about the city of Portland, or Casco Bay, or both! You can see the famous Portland Head Light on our open air trolleys or explore the island studded waters of Casco Bay on one of our classic tour boats. We are located in the heart of Portland’s quaint Old Port shopping district where you’ll want to spend time enjoying the historic cobble stone streets, beautiful architecture and meeting friendly locals who will make this a day to remember.

Cruise ships can dock in two locations in Portland. One is the Portland Ocean Terminal at Maine State Pier, and the other is the Ocean Gateway Terminal. Depending on which dock your ship is located at, you can expect about a 10 to 15 minutes walk to get to us. The walk down Commercial Street is a great introduction to our thriving waterfront and will take you past many shops and restaurants along the way.

If you need assistance getting to our location, there are taxi companies and ride share services in the city that you can reach out to for transport.

We offer worry free booking! If your port call is canceled for any reason you are entitled to a full refund. All tickets purchased can be refunded for any reason up to 24 hours prior to your tour date.

Portland City & Lighthouse Tour (by trolley)

Enjoy a 1 hour and 45 minutes, fully narrated tour as our engaging and informative guides treat you to Portland’s diverse history and hidden gems. After exploring the Portland peninsula, we’ll take you from city streets to rocky coast for a 30 minutes stop at Portland Head Light — Maine’s oldest and most photographed lighthouse! See the Wadsworth-Longfellow House, the Victoria Mansion, the Portland Observatory, the bustling Old Port and more!

Booking online is highly recommended, as tours sell out quickly.

*Adding a harbor/lighthouse cruise is easy as all tours begin and end at Long Wharf

To book the Land & Sea, select COMBO TOUR .

An Exhilarating Experience with Portland Discovery Tours!

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Had a spectacular tour!

Our operators (thanks Bill!) were refreshingly knowledgeable and did a great job conveying the history and sights of Portland. Walking away with a wealth of new knowledge.

Highly recommend!

Do the sunset tour! We had a wonderful time touring the bay and learning about Portland. Saw some wildlife, lighthouses, and awesome sunset colors. The boat experience itself was calm and enjoyable.

Great experience!

Had a great experience with these guys and gals! They provided a wonderful Lighthouse Sunset Tour. It was so enjoyable for our whole family. We will do this again the next time we are in Portland!

Definitely worth it!

Well executed tour that shows you most of the areas attractions and tells you about the history and how people live here. No motion sickness. They sell have a bar and sell basic snacks.

Fantastic tour guide!

So knowledgeable and the history of Portland and all the views were amazing. We are glad we came in early may right before the busy season because to tour was small and intimate. A must do activity while visiting!

IMAGES

  1. Portland, Maine: Sightseeing Trolley Tour with a Guide

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  2. Portland, Maine: Sightseeing Trolley Tour with a Guide

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  3. Portland, Maine: Sightseeing Trolley Tour with a Guide

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  4. Portland, Maine: Sightseeing Trolley Tour with a Guide

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  5. Portland, Maine: Sightseeing Trolley Tour with a Guide

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  6. SEASHORE TROLLEY MUSEUM (Kennebunkport)

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VIDEO

  1. What can you expect on your visit to the Pennsylvania Trolley Museum?

COMMENTS

  1. Sightseeing Tours, Kennebunkport Maine

    Our trolley offers a perfect vantage point for capturing the beauty of Maine's coastline and iconic landmarks. Perfect for all ages—whether you're traveling with family, friends, or solo, our trolley tours offer something for everyone. A ride on Intown Trolley isn't just a tour; it's an experience. Create lasting memories with us!

  2. Maine Trolley Tour Blog

    On one of our most popular tours, the Portland City & Lighthouse Tour by trolley, our guests enjoy a 105 minute fully narrated tour of Portland's diverse history and architecture. This trolley tour also visits the Portland Headlight, an icon of the Maine coast. This lighthouse has been standing tall and helping vessels find safe passage since ...

  3. Oli's Trolley

    For new visitors and returning guests alike, Oli's Trolley offers an unforgettable way to explore Bar Harbor and Acadia National Park. Join us to see why guests say it's the best tour they have ever taken! We can accommodate manual wheelchair needs on our Acadia National park tours with an advance reservation, which must be made via ...

  4. Portland, Maine: Sightseeing Trolley Tour with a Guide

    Portland, Maine: Sightseeing Trolley Tour with a Guide. 4.8 / 5 148 reviews. Activity provider: Portland Discovery Land and Sea Tours. Add to wishlist. +3. Take in Portland's history and sights on this trolley tour. Hop aboard a classic trolley with an experienced guide, and learn about sites such as the Portland Observatory and Victoria Mansion.

  5. Portland Discovery

    MOST POPULAR LAND TOUR! 1 hour and 45 minutes. April 27 - October 27. Adult: $45 ? Children: $30. Enjoy a 1 hour and 45 minutes, fully narrated trolley tour of scenic and historic Portland and visit Maine?s oldest lighthouse, Portland Head Light for a 30 minutes stop. The childhood home of Henry Wadsworth Longfellow, the Victoria Mansion and ...

  6. Tours in Portland, Maine

    Distance from Portland, ME: 1 hr & 20 mins. Price: Adults - $25.50 • Youth (2-12) - $25.50. Duration: 1 - 1 hr & 15 minutes. Enjoy the beautiful waters and scenery of Bristol with our ferry services between New Harbor and Monhegan Island! Find your perfect tour with Portland Discovery.

  7. THE TOP Maine Trolley Tours (UPDATED 2024)

    The best Trolley Tours in Maine according to Viator travelers are: Premium Narrated Bus Tour of Bar Harbor and Acadia National Park (3.5 Hours) Discover Portland City and Lighthouse Tour; Ultimate Acadia National Park Self-Guided Driving Audio Tour; Peek at Portland Sightseeing Trolley Tour

  8. The BEST Maine Trolley tours 2024

    Portland: Trolley City Tour with Portland Head Light Stop. Enjoy a fully-narrated trolley tour of scenic and historic Portland and visit Maine's oldest lighthouse, Portland Head Light, during a 30-minute stop in Cape Elizabeth. Hop onboard a trolley and journey from city streets to the rocky coast.

  9. Peek at Portland Sightseeing Trolley Tour

    Skip the hassles of walking or driving—instead, explore Portland via the city's only open-air trolley. With this tour, you'll get a 60-minute, fully narrated journey, uncovering the city's iconic landmarks and diverse neighborhoods. Witnessing the Portland Observatory, the Wadsworth-Longfellow House, and so much more, you'll get plenty of ideas for the rest of your time in this ...

  10. Portland: Trolley City Tour with Portland Head Light Stop

    Full description. Enjoy a fully-narrated trolley tour of scenic and historic Portland and visit Maine's oldest lighthouse, Portland Head Light, during a 30-minute stop in Cape Elizabeth. Hop onboard a trolley and journey from city streets to the rocky coast. Cruise past landmarks such as the childhood home of Henry Wadsworth Longfellow, the ...

  11. Portland, Maine: Sightseeing Trolley Tour With a Guide

    Discover the captivating highlights of the Portland, Maine Trolley Tour, including iconic landmarks and fascinating historical insights that paint a vivid picture of the city's heritage. Landmark exploration is a key feature of this tour, with stops at must-see sites like the Portland Observatory, offering panoramic views, and the stately Victoria Mansion, showcasing stunning architecture.

  12. Portland City Trolley and Lighthouse Tour 2024

    Get more out of your time in Portland with this two-for-one adventure: a city trolley tour and lighthouse visit. You'll start with a narrated trolley journey, witnessing the most beloved sights of the Portland peninsula. After catching the Portland Observatory, the Wadsworth-Longfellow House, and more, you'll then visit the city's most famous landmark: Portland Head Light, Maine's oldest ...

  13. Peek at Portland Trolley Tour

    Explore the rich history of Portland Maine's forest city on a classic trolley tour with expert guides. Book this ride with Portland Discovery now! ... all trolley tours Menu. Peek at Portland Tour. Book Now Adult Ages 13+ $ 30. Child Ages 3-12 $ 20. Infant Ages 0-2. Free. Dog Ticket Bring your well behaved, leashed dog! $ 8.

  14. Peek at Portland Sightseeing Trolley Tour

    Vintage Fire Truck Sightseeing Tour of Portland Maine. 393. Historical Tours. from . $35.00. per adult. Discover Portland City and Lighthouse Tour. 239. Historical Tours. from . $49.00. ... Hi there, Thanks for joining us on the trolley tour and apologies you didn't have more time at the lighthouse. We try to at least verbally tell everyone it ...

  15. The BEST Portland, Maine Trolley tours 2023

    1. Portland: Trolley City Tour with Portland Head Light Stop. Enjoy a fully-narrated trolley tour of scenic and historic Portland and visit Maine's oldest lighthouse, Portland Head Light, during a 30-minute stop in Cape Elizabeth. Hop onboard a trolley and journey from city streets to the rocky coast.

  16. Portland Discovery Land & Sea Tours

    About Us. 2023 Season Runs: April 29 to October 29. On our open-air trolley, we'll tour the charming downtown, the stately West End and the cobblestone streets of the Old Port as we make our way to Portland Head Light-Maine's oldest and most photographed lighthouse. On both the Harbor Cruise and our Sunset Cruise we'll travel the gentle ...

  17. York Trolley Company

    The 2024 tour season has ended. We hope to see you next summer! York Trolley Company, York, Maine 03909, USA 207-363-9600 [email protected]. The Maine thing to do in York! Our curated scenic trolley tours are a relaxing way to see the best of York and discover the hidden gems off the beaten path.

  18. Maine Tour Company

    Private Island Fort Tour. From $90. Board the Elizabeth Grace for this exclusive one-of-a-kind experience. Whether you are a local or visiting from away, the stone fortresses built in the early 19th century in Portland Harbor are always captivating. Book Now.

  19. The BEST Portland, Maine Tours and Things to Do in 2024

    Portland: Trolley City Tour with Portland Head Light Stop. Enjoy a fully-narrated trolley tour of scenic and historic Portland and visit Maine's oldest lighthouse, Portland Head Light, during a 30-minute stop in Cape Elizabeth. Hop onboard a trolley and journey from city streets to the rocky coast.

  20. Portland, Maine Lighthouse Tour

    Monhegan Island Ferry Service. Distance from Portland, ME: 1 hr & 20 mins. Price: Adults - $25.50 • Youth (2-12) - $25.50. Duration: 1 - 1 hr & 15 minutes. Enjoy the beautiful waters and scenery of Bristol with our ferry services between New Harbor and Monhegan Island! Take a trolley lighthouse tour with Portland Discovery.

  21. York Trolley Company

    Trolley Tours. The Maine thing to do in York! Join us for a fun and informative narrated tour, showcasing the most popular attractions and a few hidden gems. Learn More →. York Trolley Company, York, Maine 03909, USA 207-363-9600 [email protected]. Retro open-air trolleys in York, Maine. Fun for all ages!

  22. Portland City and Lighthouse Tour

    Provided your dog is friendly, well-behaved, and leashed they are welcome on our tours. Dogs cannot take up a seat of a paying passenger, so dogs must be in a lap or on the floor/deck near your feet. Explore historic Portland city landmarks and check out Maine's oldest lighthouse on a narrated hour and 45 min trolley tour with Portland Discovery.

  23. Portland, Maine Tours from Cruise Port

    Portland City & Lighthouse Tour (by trolley) Enjoy a 1 hour and 45 minutes, fully narrated tour as our engaging and informative guides treat you to Portland's diverse history and hidden gems. After exploring the Portland peninsula, we'll take you from city streets to rocky coast for a 30 minutes stop at Portland Head Light — Maine's ...