Top Experiences in Portland Head Light

Leave the crowds and join us aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse viewing charter capped by a stunning Maine sunset.  

We will wind our way through the islands of Casco Bay passing by Portland's best coastal sights, including historic 19th century forts, lighthouses, and the scenic Maine Coast.

This activities is perfect for families and small groups. Every charter is 100% private for you and your group!

Local Portland, ME craft beer, hard seltzer, white wine, red wine, rose, and bubbly are available to purchase aboard. We offer catering aboard every charter. Contact us at least 72 hours prior to departure to place your order!

Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing & sightseeing charter.  Leave the crowds behind as we tour the islands of Casco Bay and pass by 4 lighthouses, historic 19th century forts, and the scenic Maine Coast.  

Charters depart from Portland's Old Port. This authentic Maine experience is perfect for families and small groups. Each charter is private for groups of up to 6 and all ages are welcome!

Venture with us on our private custom tour for 2.5 hours. The price is for a group of up to 11 passengers. Experience downtown Portland, Maine with our family owned and operated PRIVATE group tour. Visit 3 lighthouses for epic photo stops and tour through downtown Portland.

Since it is a private tour, the time allotted at each lighthouse can be changed and we can also modify the timing with more or less time through the City of Portland.

This tour is for the Lighthouse Lovers!!! Unfortunately in Maine, we cannot go into the lighthouses, except 1 day in the year. This tour is visiting the lighthouse grounds with epic photo stops!!

Whether this is your first visit or you've lived in Portland for years, you’ll explore the Greater Portland area from a new perspective.

Travel through downtown Portland with a local lobsterman and hear about the working waterfront, commercial fishing industry and more!

Next, visit 3 lighthouses and spend about 40 minutes walking around and taking pictures at historic Portland Head Light. 2 more photo stops are included on the tour at Spring Point Head Light and Bug Light.

Transportation provided in a temperature controlled 12 passenger Ford Transit. Your guide provides tips for dining and activities during your stay in Portland, Maine.

Call us directly for information on booking a custom or charter service tour!

Immerse yourself in the rugged beauty of Maine and rest your eyes on the most photographed lighthouse most people never observe from the perspective of the sea. Feel the sun embrace you in its warm glow, rising over Peaks Island or setting on Portland. Hear the chime of the channel marker as we round the headland of Cushing Island. Smell the fresh crush of evergreens as sun and sky silhouette the branches at lands' edge. Taste and smell the salt sea in the air. Raise a toast of wine or beer and drink in the joy of being here and now. Whether it is to enjoy a sunrise or sunset, this cruise will provide a 360 degree experience to engage all of your senses and provide a memory you will recall once more. Marine conditions permitting, we may drop anchor to enjoy a snack and beverage at sunrise or sunset. Guests may also choose to stop at Peaks Island with prior arrangement with the Captain. Tour may be subject to cancellation at the Captain's discretion due to weather conditions.

Embark on an exclusive private tour of Maine's enchanting central coast and starting in the vibrant city of Portland. In just one day, immerse yourself in the region's finest highlights. Led by knowledgeable local guides, our private tours ensure an intimate and personalized experience. Marvel at the iconic Portland Head Lighthouse located in Fort Williams State Park and indulge in some retail therapy at the renowned L.L. Bean Factory Store. Cross the unique Androscoggin Swinging Bridge and explore the breathtaking Coastal Maine Botanical Gardens. Discover the charm of Boothbay Harbor and spend time exploring Portland, Maine's vibrant city. Capture the natural beauty of Two Lights State Park, , and the rich history of Bath, Maine. Immerse yourself in Maine's fascinating past at the historic Fort Edgecombe State Historical Site. Uncover stunning lighthouses, picturesque gardens, and charming coastal villages on this unforgettable day trip along Maine's central coast.

Have you seen these iconic beacons from the water? Now is your chance!
Board the Elizabeth Grace to cruise around Portland Harbor on this one of a kind sightseeing cruise. It is the perfect way to see the lighthouses, historic stone forts, and rocky islands that make Casco Bay a world-renowned destination. Relax with a drink as you take in the scenery!

GROUP OF 6 OR MORE? Please reach out to us about private charter options for the best experience possible!

Board the Elizabeth Grace to cruise around Portland Harbor while sipping local craft beer. This 1.5-hour harbor cruise will take you out into Casco Bay. Keep your eyes open for potential seal sightings, as well as the multiple lighthouses, islands, and forts you will see while cruising around.

We will turn the bow toward Portland so you can take in a Maine sunset from the water and then cruise through Portland Harbor as the city’s nighttime skyline illuminates. You won’t find a more spectacular experience in Maine!

GROUP OF 6 OR MORE? Please reach out to us about private charter options for the best experience possible!

Our 3-Hour tour leaves at 11:00 am and follows the scenic South Portland Greenbelt Pathway to three local lighthouses. The first stop on the tour will be Portland Breakwater Light, also known as "Bug Light" and then the tour will continue to Spring Point Ledge Light, located near historic Fort Preble. Next, the tour will pass by Willard Beach before arriving at the final stop, the famous Portland Head Light located at Fort Williams Park in Cape Elizabeth. It is recommended that patrons bring a lunch or we can assist in purchasing lunch from a local food truck that serves Lobster Rolls.

Discover Portland Maine and the shores of Casco Bay by bicycle! Join us for the 5 lighthouse bicycle tour of Portland, Maine featuring the Maine coast, lighthouses, and Portland’s history. We have made some modifications to the 5 Lighthouse tour in response to COVID-19. We have modified the tour to allow us not to have guests in our vehicles. As a result of this change, guests will begin biking from the Ocean Gateway and return to the Ocean Gateway by bicycle.  Groups will generally see only 4 lighthouses (Bug Light, Spring Point, Portland Head Light, and Ram Island Ledge). Lunch will be provided by the award-winning "Bite into Maine" Food Truck

A fully narrated 60-minute scenic cruise through busy Casco Bay and its innermost islands to see lighthouses, forts, lobster boats, seals, and seabirds. As many as four lighthouses can be seen including a close up view of Portland Head Light, Maine’s oldest and most photographed lighthouse.

Embark on a journey that blends the thrill of exploration with the ease of modern technology on our City and Lighthouse E-Bike Tour in Portland, Maine! Experience the best of both worlds as you effortlessly pedal through the city's vibrant streets and along the breathtaking coastal landscapes on our cutting-edge electric bikes. This tour, led by a local guide, will show you all the highlights of Portland as well as some hidden gems known only to locals. Seeing the city on a bicycle lets you experience this sights, sounds and smells of Portland.

Visit the Portland Lighthouse and experience the beauty of the Portland coast.
Take a stroll through the quaint neighborhoods of the Old Port Area and the Lobsterman Park, enjoy the charming scenery, and learn about the history of Maine.

Boston → Fort Williams Park & Portland Lighthouse (60 mins) → Old Port+Lobsterman Park (120 mins) → Boston

Explore the bustling inner harbor, Diamond Pass, and the main shipping channel to get close up views of civil war era forts and as many as 4 lighthouses that guide mariners into Portland Harbor.

The most comprehensive tour of Portland! Hop on board a trolley and relax as we show you around. The tour covers all of our most famous sights on the Portland peninsula. Towards the end of the tour, we make a 20-30 minute stop out at Portland Head Light in Cape Elizabeth.

Welcome to my hometown! Hop aboard for an authentic 90 minute sightseeing tour of Portland and 3 lighthouses with an experienced guide who is a real local, born and raised in Portland, ME.

Get an insider’s look at the current happenings and rich history of my hometown. We’ll go where other tours go, and then I'll take you places other tours don't - you'll see hidden gems and learn little known facts about Portland and the great state of Maine that only a real local knows!

As a college librarian I'm always researching the hidden history of Portland, while at the same time keeping on top of what's new in town and visiting as many local establishments that I can. I take pride in representing this city, and providing an informative and entertaining tour, delivered with a true Mainer's sense of humor.

This is The Real Portland Tour!

Check my website for a complete listing of tour days, times, and availability.

This 105 minute cruise offers guests a chance to relax and unwind as we make our way around the inner islands and lighthouses of the bay at dusk. Enjoy evening breezes and city lights on this fully narrated tour of Casco Bay. A great way to end a hectic day or begin a romantic evening!

Depart with us from bustling Portland Harbor as we tour one of Maine’s most picturesque boating destinations. Casco Bay is littered with islands, historic forts, wildlife, birds, and lighthouses and our unique 14-passenger RIB boat is suited to tour the region while everyone gets a front-row seat so you can see and experience more of it.

Learn about Portland’s nautical history, view wildlife like seals, harbor porpoises, and sea birds, and stop for photos at quintessential sights like all four lighthouses, Fort Gorges, seals, and the working waterfront while also escaping to lesser-known areas of the bay where wildlife viewing is the best. This is a unique tour that is unmatched in the breadth of its experience with a local captain to guide you and answer your questions about the region.

Please join us for the Best Of Casco Bay!

Experience COLORFUL Maine on this 2 hour sightseeing tour featuring Maine's fall color and the best coastal sights in the Portland area. It doesn't get any more "New England" than this!

Price is a FLAT RATE for a group up to 6. All charters are 100% private and all ages are welcome!

MONHEGAN, our sturdy lobster boat, is fitted with rollable side canvas to assure your comfort even if the autumn weather is a bit chilly. We'll have blankets waiting for you aboard for this cozy authentic New England experience!

Experience the breathtaking beauty of the Atlantic Ocean on our whale-watching tour departing from Portland, Maine. Set sail from the historic harbor, where you'll board a comfortable vessel equipped for a thrilling marine adventure. As we cruise along the rugged coastline, keep your eyes peeled for the majestic giants of the sea – humpback whales, fin whales, and minke whales are frequently spotted in these waters.

Our experienced naturalist guides will be with you every step of the way, providing fascinating insights into the behavior and biology of these incredible creatures.

The tour also offers the opportunity to observe a variety of other marine life, including seals, porpoises, and a wide range of seabirds. Don't forget to bring your camera, as you'll want to capture these unforgettable moments.