Adventure Collective
null - Boston, Massachusetts

Peek at Portland Tour

Portlandeasy

Difficulty

easy

Duration

2–3 hours

Fitness Level

Suitable for beginners to moderate fitness levels; riders should be comfortable on a bike and able to maintain a steady pace.

Overview

Explore Portland, Maine on two wheels with a private bike tour designed just for you. Discover hidden local spots and stunning waterfront views while getting some fresh air and exercise.

Bike Tour
Portland, Maine

Peek at Portland Tour

For all ages! • 60 Minutes

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About This Adventure

Experience Portland like never before on a classic trolley tour! In just 60 minutes, uncover the rich history and vibrant highlights of the “Forest City” with knowledgeable guides. Enjoy the comfort of heated trolleys and open windows, allowing for a refreshing breeze as you explore this charming city.

Hop aboard our classic trolley and get a peek at all that Portland has to offer.

Duration

  • 60 minutes
  • Please arrive 30 minutes prior to departure

Rates

Adult: (Ages 13+) : $30 Child: (Ages 3-12) : $20 Infant: (Ages 0-2) : FREE Dogs: (Bring your well-behaved, leashed dog!) : $8

About

Explore the rich history and highlights of the “Forest City” with our experienced guides, with plenty of time to explore the city further on your own.

More info

Trolleys are heated and stay quite warm, but do not have air conditioning. They do have big, open windows that provide a very nice breeze once we get moving.

What to bring

You never know exactly what kind of weather you will get in Maine, but it’s safe to assume it will be cooler out on the water and bringing a light or heavy jacket is a good idea. We recommend sneakers as opposed to open-toed shoes for better stability.

Are Tours Handicap Accessible?

Canes and walkers are fine on either tour, though a foldable walker may be needed to fit on the trolley. There are three steps onto the trolley and there is a ramp that leads down to the boat that can vary in steepness, but our friendly, courteous drivers and deckhands are more than happy to lend a hand. Wheelchairs are not able to fit on the trolleys and MOST times manual wheelchairs are fine on the boats, but typically have to be lifted on, so weight restrictions can apply.

Are Tours Dog Friendly?

Our Tours are dog friendly! 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.

Adventure Tips

Wear a Helmet

Safety first—always wear a properly fitted helmet to protect your head during the tour.

Bring a Refillable Water Bottle

Stay hydrated by carrying water, especially during warmer months when the ride may get sweaty.

Be Aware of Traffic Signals

Portland has many dedicated bike lanes, but pay attention to traffic signs and pedestrian zones for a safe ride.

Dress in Layers

Portland’s weather can change quickly; wearing layers helps you adjust for comfort throughout the tour.

Local Insights

Wildlife

  • Bald Eagles
  • Harbor Seals

History

Portland’s rich maritime heritage shaped its growth as a key shipping and shipbuilding hub in New England.

Conservation

Local organizations actively maintain bike lanes and green spaces to promote eco-friendly tourism and protect Portland’s coastal ecosystems.

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Adventure Hotspots in Boston, Massachusetts

Frequently Asked Questions

Recommended Gear

Helmet

Essential

Protects your head and is required for safety during the tour.

Water Bottle

Essential

Keeps you hydrated throughout the ride, especially in warmer months.

summer specific

Light Rain Jacket

Useful for spring showers and unpredictable weather.

spring specific

Layered Clothing

Essential

Allows you to stay comfortable as temperatures vary during fall rides.

fall specific