Maine
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Our most recommended Maine Boats & yachts

Portland: Best of Maine Lighthouse Scenic Cruise

1. Portland: Best of Maine Lighthouse Scenic Cruise

Sit back and relax as you cruise along the serene Casco Bay in Portland, Maine. Immerse yourself in the rich history of Portland and see the four iconic lighthouses, the sights of Portland Harbor, and the picturesque waterway Diamond Pass. During the cruise, explore the bustling inner harbor and main shipping channel to get close-up views of civil war era forts and the lighthouses that guide mariners into Portland Harbor. Along with the historical waterfront, you'll also get the chance to see the Portland Head Light, Bug Light, and the Spring Point Ledge Lighthouse.

Portland: Trolley City Tour with Portland Head Light Stop

2. 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. Cruise past landmarks such as the childhood home of Henry Wadsworth Longfellow, the Victoria Mansion, the Arts District, and the bustling Old Port. With forward-facing seats and big windows, you won't miss a thing. See as your guide points out the famous sites and hidden gems of Portland and shares interesting stories behind them. Upon arrival at Cape Elizabeth, along the spectacular shores of Fort Williams Park, disembark for a 30-minute stop to explore the Portland Head Light on your own. Choose to walk around Maine's oldest lighthouse or visit the maritime museum inside.

Portland, Maine: Sightseeing Trolley Tour with a Guide

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

Hop on this classic 1-hour trolley tour and explore the rich history and beautiful sights of Portland! On this fully narrated tour, you’ll learn about hundreds of years of history and pass some of Portland's most iconic landmarks. Weaving between Old Port, East Bayside, Downtown, and the Arts District, you’ll learn about places like The Portland Observatory, The Longfellow House, and Victoria Mansion. Once the tour is complete, you'll have a wealth of knowledge and recommendations for the city of Portland. Please arrive to the tour meeting point 15 minutes before the tour begins.

Portland: Sightseeing Cruise to Portland Head Light

4. Portland: Sightseeing Cruise to Portland Head Light

Enjoy this fully narrated 60-minute scenic cruise through busy Casco Bay and its iconic islands to see lighthouses, forts, lobster boats, seals, and seabirds. Take in the views of Portland's historical lighthouses, including a close up view of Portland Head Light, Maine’s oldest and most photographed lighthouse. As you cruise along the Casco bay, keep an eye out for Spring Point Ledge Light, Portland Breakwater Light (Bug Light), Ram Island Ledge Light, Portland Head Light, Fort Scammel, Fort Gorges, and Portland Harbor.

Portland, Maine: Tour in Vintage Fire Engine

5. Portland, Maine: Tour in Vintage Fire Engine

Enjoy seeing Portland in an unforgettable way. Hop on board a vintage fire truck with onboard multimedia system, including a large, flat-screen LED TV. Experience Portland in a unique and fun way with this local-led tour aboard a classic fire engine. Explore the city’s peninsula as you drive along the cobble-stoned streets. Enjoy great views of lighthouses, civil war forts, and the historic architecture that make up the wonderful Maine city. Enjoy a 50-minute tour narrated by local guides who love sharing their knowledge of Portland Maine. Get to know the vibrant neighborhoods of this city by the sea from high up on your truck.

Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals

6. Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals

Go on a delightful harbor cruise, passing summer colonies, lighthouses, small islands, and out to see the seals on the ledges. Fun for the whole family. Pass by 2 lighthouses, islands, coastline, inner and outer harbor, and seals at the seal rocks. Experience a Boothbay classic that has been enjoyed for over 50 years and find out why it's so popular. Get an idea of how those delicious lobsters you enjoy at your favorite restaurant are caught, how the traps are hauled, and a little background of Maine’s famous lobster industry. Enjoy the seals basking on the rocks. Pass by two major lighthouses, Burnt Island Light, and Ram Island Lighthouse. This Boothbay Harbor lobster tour is educational and fun for the whole family. Don't forget to bring your camera. Step aboard a vessel that has the largest and most comfortable main salon in the region with padded seats and tables. Relax with food and a drink from the galley, which features a 360-degree view of the outside. Enjoy the sun and fresh Maine air on the upper deck. Hear the narration no matter where you choose to be, with speakers throughout the vessel.

Acadia National Park Self-Guided Driving Tour

7. Acadia National Park Self-Guided Driving Tour

Start by downloading the Action Tour Guide app, which will function as your personal tour guide, audio tour, and map. Purchase one tour per car, not per person. Everyone listens together! Note: This 22+ mile-long tour covers the essentials of Acadia National Park in 2-3 hours. Take this self-guided driving tour, immersing yourself in the stunning fall colors and rich history of Maine, beginning at downtown Bar Harbor. Discover La Rochelle, a Gilded Age mansion, and learn about the raging fire that gave rise to today’s vibrant autumn foliage. Enter Acadia National Park at the Hulls Cove Visitor Center and begin the drive around Park Loop Road. Along the way, discover the Great Meadow, Sieur de Mons, and Bar Harbor’s history. Pause at Beaver Lake and Jackson Labs to learn about Acadia’s wildlife before continuing on to Egg Rock Overlook and the Precipice Trail. Take a detour at Schooner Head, pausing at the Ocean Path Trailhead if you want to explore the path on foot. Continue along to Sand Beach, Old Soaker, Thunder Hole, Monument Cove, Otter Cliffs, and Hunters Beach. Pause at Jordan Pond for delicious popovers and jam or simply to enjoy the view. Continue past Bubble Pond and Eagle Lake, and finally begin driving up to the top of Acadia’s most famous peak: Cadillac Mountain. Your tour ends there, allowing you to immerse yourself in the beautiful vistas atop the mountain.

Portland: Schooner Tall Ship Cruise on Casco Bay

8. Portland: Schooner Tall Ship Cruise on Casco Bay

Set sail on a two-hour cruise from Portland along the rugged coast of Casco Bay. Pack a meal and your favorite wine or beer, and sit back and relax as you slip through the peaceful waters of Maine. Enjoy views of lighthouses, seals, and other coastal wildlife aboard a famous schooner tall ship. Join the crew to hoist the sails or take a turn at the ship's wheel if you feel inspired. Whether you're nine years old or 99, sailing aboard a Maine schooner is a unique adventure. Learn more about the wooden windjammers which are all listed on the National Register of Historic Places and were built in Maine.

Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

9. Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

Enjoy a 1.5-hour cruise around the islands of Portland's Casco Bay. Pass historic lighthouses, early-19th century forts, and quaint fishing piers as you explore the area at sunset. Guests over 21 can enjoy 1 craft beer or hard seltzers per person. As you cruise, keep an eye out for seabirds and the occasional seal that call Maine's coast home. When the timing's right, the boat will turn its bow towards Portland so you can enjoy the sunset and the city's skyline from the water. GROUP OF 6 OR MORE? Please reach out to us about private charter options for the best experience possible!

Portland: Self-Guided Sightseeing Driving Audio Tour

10. Portland: Self-Guided Sightseeing Driving Audio Tour

Start by downloading the Action Tour Guide app, which will function as your personal tour guide, audio tour, and map. Purchase one tour per car, not per person. Everyone listens together! Note: This 10+mile-long tour covers the essentials of Portland in 1-2 hours. Travel through the neighborhoods of Portland on a self-guided driving tour. Learn about the city’s history and culture from an audio-guided app on your smartphone and get panoramic views from the Eastern Promenade.  Drive down Commercial Street and hear about the industrial beginnings of the city. Along the way, you’ll see the wonderfully preserved Victoria Mansion, dating back to 1858. That’s followed by the even older Danforth Inn, which goes all the way back to 1823. As you drive up the Western Promenade, you’ll hear about some famous folks who were laid to rest in Portland, including the poet Henry Wadsworth Longfellow (a statue of whom you’ll see next, in Longfellow Square). Go to the Art District (perfect for picking up a souvenir), followed by a church that was once destroyed by the British.  Continue toward the shore, passing the site of an observatory that once guided ships into Portland’s occasionally treacherous harbor. Spot a couple of picturesque lighthouses perfect for any photo collection. Explore the Eastern Promenade, a 68-acre seaside park sporting plenty of unforgettable ocean views. You’ll see the strange and controversial “baked beans” building, before passing through Old Port again for a second chance to stop at one of the neighborhood’s many restaurants and boutiques. Pass by a statue of Portland’s own John Ford. Cross the Casco Bay Bridge into South Portland, home to a quieter community than its buzzing northern neighbor. Finally, you’ll arrive at Fort Williams Park, full of beauty and history. The tour concludes here.

Maine

Maine

Frequently asked questions about Maine Boats & yachts

What are other things to do than Boats & yachts that are worth visiting in Maine?

The other unmissable things to do in Maine are:

Other Sightseeing Options in Maine

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What people are saying about Maine

This was our first time sailing and the experience was amazing! We got so many great photos. The captain and first mate were top notch! If you go to Booth Bay Harbor, we would definitely recommend a sail with Schooner Eastwind.

It was very informative and scenic. The tour guide, Erin, was friendly and funny. The captain was knowledgeable and skilled at the helm. It was worth every penny and more for all the beautiful pictures I got out of it.

Both guides were very knowledgeable, courteous and considerate. My wife and I greatly enjoyed the event.

Erin was a wonderful andknowledgable guide. The boat was great & clean. It was so cold, lol. :)

Captain and crew very friendly! Enjoyed helping hoist the sails