Top Portland Private Sightseeing Tours

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.

Charter a vintage lobster boat, dubbed MONHEGAN, and set sail with this two-hour tour into Casco Bay. You'll get great views of the Maine coastline, passing by four lighthouses as you go. This is a great opportunity to take photos of the coastline and waters, while learning about local nautical history from a knowledgeable captain.

Looking for a romantic way to watch the sunset while in Maine? How about chartering a vintage lobster boat and heading out to Casco Bay, where you'll take in great views of the sea and coastline. Your captain and guide will be on board to point out lighthouses and natural feature, and you're welcome to bring food and beverages, even the adult kind, on board.

On this smartphone-guided adventure, you'll see Portland’s historic streets and discover its stories. Go at your own pace, anytime. The tour never expires. The tour is professionally produced with pro narration and music. It's location-aware walking step by step through the city. You’ll see the cobblestones streets, wharf street, Henry Wadsworth Longfellow’s home, stops on the underground railroad, city hall, exchange street, the lobster square, historic buildings, and the best spots to eat, including the best donut shop ever. Really, it’s that good. You'll hear the stories of Portland, Anna Kendrick’s favorite hangs, Longfellow’s history, stories of lighthouses, adventure, prohibition, bootleggers, the underground railroad, Japanese mailboxes, the revolution, colonial times, and much more.

Experience historic architecture, harbor views, and rich seaside culture with this driving tour of Portland, Maine! Cross the cobbled streets of Old Port, chock full of shops, restaurants, and bars, all complemented by the sparkling bay. Dive into the city’s long and embattled history at a church still sporting British cannonballs. See iconic Maine lighthouses and visit pristine beaches. Portland may be a small city, but it packs a big punch! Purchase one tour per car, not per person. Everyone listens together! After booking, you can check your email before downloading the Tour Guide App by Action, enter your unique password, and access your tour. The preceding steps require good internet/wifi access. Simply follow the audio instructions and the route from there. This is not an entrance ticket. Check opening hours before your visit. New, extra validity — now, it’s yours for an entire year! Use multiple times over multiple trips!

See some of Maine's most picturesque scenery with this private tour from Portland. Your driver will pick you up at your hotel or vacation rental and take you out for a day of exploration, stopping by coastal towns, iconic lighthouses, viewpoints, and other areas of interest along the way.

Take in the famous autumn foliage of New England during a private 2.5-hour sightseeing cruise from Portland. With room for six people, it's an ideal intimate experience for couples, friends, or families. It’s also a great opportunity to photograph the leaves and wildlife from a unique perspective. Learn about the area from your private guide as you cruise at a gentle pace.

Embark on a journey across New England to explore the natural wonders of the White Mountains. You will Step back in time as you visit the charming Jackson Covered Bridge. After beauty awaits at Glen Ellis Falls. Take a short hike to witness the mesmerizing cascades of this waterfall. The serenity of the forest and the sound of rushing water make this stop a rejuvenating experience Shopping adventure in Conway. The Highlighted Stop is Mount Washington Toll Road. The pinnacle of your journey is the awe-inspiring Mount Washington. Ascend the Mount Washington Toll Road and reach the summit, where breathtaking vistas await. Be prepared for ever-changing weather conditions at the "Home of the World's Worst Weather." The views from the top are absolutely unforgettable. Your White Mountains adventure promises natural beauty, history, and unforgettable moments. Don't miss this incredible road trip from Portland, Maine, to the heart of New Hampshire's stunning landscapes.

Explore some of the best spots for fall foliage on the East Coast, including Acadia, Shenandoah, and Great Smoky Mountains national parks, Kancamagus Highway, Blue Ridge Parkway, Bar Harbor, Newport, Salem, and the Freedom Trail, with this self-guided driving tour. Enjoy the flexibility to travel at your own pace, with hands-free functionality, turn-by-turn directions, and offline access. Includes full itineraries, travel tips, audio guide, and text.

A private experience for up to 5 guests. Tours of Casco bay islands and all the beauty the Maine coast has to offer. We are flexible in and accommodating so call to discuss what you would like to do and see while out on Casco bay. Some personal favorites include lunch at the dolphin marina, dockside grill and cocktails at cocktail cove. A half day tour is 4 hours we leave the dock at 10 AM and 4 PM. We recommend the 4 PM - 8 PM tour for the best sunset views!

Explore the beauty and history of Portland with this combo of a walking and driving tour. Dig deep into the city’s history as you stroll down cobblestone streets and admire old brick architecture by the waterfront. Visit bustling neighborhoods like Old Port and the Art District, stop at shops and restaurants whenever you please, and breathe in the coastal air. Then take a drive out to the east and west promenades, before swinging down to the famous Portland Head Light lighthouse. It’s the most comprehensive way to experience this unique, quirky city! After booking, you can check your email before downloading the Tour Guide App by Action, enter your unique password, and access your tour. The preceding steps require good internet/wifi access. Simply follow the audio instructions and the route from there. This is not an entrance ticket. Check opening hours before your visit. New, extra validity — now, it’s yours for an entire year! Use multiple times over multiple trips!

Go beyond the sights of Portland, Maine and take a day trip to Salem, Massachusetts. The town of Salem is known for its famous witch trials that took place in 1692. Learn about the history of Salem on a guided tour through the town and see several landmarks including the Salem Witch Museum, the memorial, and Phillips House. On your way to Salem, stop in Kennebunkport to explore the historic village.

Explore the charm, history, and vibrant culture of Portland, Maine with this self-guided walking tour! Immerse yourself in the sights and sounds of this picturesque coastal city as you traverse the cobblestone streets of Old Port and downtown. Learn about the city’s long, embattled history as you pass the myriad of shops, bars, and eateries which have put it on the map. And discover secrets only locals know! After booking, you can check your email before downloading the Tour Guide App by Action, enter your unique password, and access your tour. The preceding steps require good internet/wifi access. Simply follow the audio instructions and the route from there. This is not an entrance ticket. Check opening hours before your visit. New, extra validity — now, it’s yours for an entire year! Use multiple times over multiple trips!

Immerse yourself in the rugged beauty of Maine and rest your eyes on an iconic lighthouse from the perspective of the sea. Feel the sun's embrace rising over Peaks Island or setting on the Portland skyline. 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 air. Raise a toast of wine or beer and drink in the joy of the moment. Sunrise or sunset, this cruise will provide a 360 degree experience to engage all of your senses and create lasting memories. 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 as an add-on option. Tour may be subject to cancellation at the Captain's discretion due to weather conditions.

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.

Are you ready for a picturesque journey along the rugged and charming coast of Maine? Join us on this unforgettable tour from Portland, Maine, as we explore some of the state's most iconic landmarks, delectable culinary experiences, and breathtaking natural beauty. As the sun sets on this incredible journey, you'll have experienced the best of Maine's coastal beauty, delicious cuisine, and charming towns. From gourmet delights at Stonewall Kitchen to the scenic wonders of Nubble Lighthouse and the tranquility of Rachel Carson Wildlife Refuge, this tour is a captivating exploration of Maine's treasures. So, join us on this unforgettable coastal adventure! Please note that these are fully private tours and the overall advertised time length is an estimate. I can be adjusted or extended in some cases if the customer needs extra time. Also, travel time is not factored into the allotted times listed on the itinerary which is why an overall time of 6-8 hours is advertised.

Discover bountiful nature, rich history, and quirky culture with this pair of self-guided tours through Portland and Acadia National Park in Maine. Hear about Portland’s double-founding and the destruction which laid it flat. Get to know historic Portlanders who fought for social change. Then drive through lush Acadia and marvel at boundless natural scenery. Plus, you’ll learn about its wild history, from ancient glacier to endangered species and powerful figures like the Rockefellers! Purchase one tour per car, not per person. After booking, you can check your email before downloading the Action Tour Guide app, enter your unique password, and access your tour. The preceding steps require good internet/wifi access. Simply follow the audio instructions and the route from there. New, extra validity — now, it’s yours for an entire year! Use multiple times over multiple trips! This is not an entrance ticket to attractions along the route. Check opening hours before your visit.

All of our tours are done in a comfortable vehicle with a local driver guide and can be done at your pace. Tours can always be customized to your interests. This particular tour will show you all the main sites of Portland proper and then all of the South Portland lighthouses, including admission to the Portland Headlight at Fort Williams Park. After Portland, you will head on down the highway to Kennebunkport to visit this popular coastal village that former President George W. Bush and family called their summer home. We have a standard routing but being a private tour, we can tailor your experience to you interests.