A New England Coast Day Trip from Boston
Going to Boston was not something I hadn't really planned on doing in the middle of summer. I was going for a Travel Conference and knew I wouldn't have a lot of time to see the sites around or near the venue. So I got online and found that Grayline had a New England Coast Day Trip from Boston that left at a few hours after I arrived. I was coming in on a Red-Eye flight, and knew I wouldn't have a lot of energy to walk the Freedom Trail, but didn't want to waste the time sleeping in a hotel lobby somewhere. The bus seemed like a perfect mix of relaxation, and effective use of time.
Arriving in Boston
The flight there was TERRIBLE! The guy next to me wouldn't quit fidgeting, moving, coughing, and was one of those people that puts their elbows out as far as they can to have more space. I admit I may have been slightly grouchy that day - and I get grouchy when I'm really tired too. Sooooo I didn't sleep that well on the flight out....to say the least. It made me even more grateful I was going to have a relaxing morning on my New England Coast Day Trip from Boston.
Getting to the Boston airport, was truly a beautiful approach into the city with the Boston Bay below and the city surrounded by water. I knew it was a port city but didn't realize just how much the city revolves around the water. From the nights by the Charles River Esplanade to the massive ponds, lakes and reflecting pools dotting the city - it is a photographer's dream.
Meeting Our Grayline Bus Pilot
This was my first time taking a Grayline Bus for a tour along the New England Coast. The only other tour I have taken where a bus was involved was when I was touring Jordan. I still remember how badly I had to battle motion sickness on that trip, I made sure I picked a seat near the front of the bus.
Our driver for the day, was a quiet, focused, and friendly former 747 retired pilot, who was also in the Air Force back in the day. I can't recall his name right now but will call him Paul the Pilot.
Paul towered above me about 6'1", to my 5'4" frame. He wore glasses, had a wide mouth, and a kindly Grandpa like face. He had squinty eyes, grey hair, and was constantly looking at his watch, with the timeliness of departures, and schedules just as you would expect from someone with his background.
Hampton Beach, New Hampshire
After all passengers were accounted for Paul introduced himself and we were on the road to tour the New England Coast. On the way to Hampton Beach, we passed by New Hampshire Harbor, where the movie, The Perfect Storm, was based.
The Perfect Storm follows the true story of men who were from Massachusetts that had been out fishing for Swordfish. They had gone out to check the Swordfish lines, pulled in their catch, and were heading back to shore when the low-pressure system started to encroach on their fishing grounds.
A hurricane came racing up the coast catching many people off guard, and because their ice machine broke down, they were not able to seek a safe harbor; otherwise, they would lose their catch and all the money with it. Unfortunately, the men never made it back to land.
Our first official stop was the Sand Art Competition at Hampton Beach in New Hampshire. The sand art competition is in its 19th year, where master sculptors from around the world come together to create masterpieces. It started out as a commissioned piece for celebrating the newly minted coin of New Hampshire and has since turned into a visual spectacle every year.
It isn't just sand art that you can enjoy though, there are plenty of activities at Hampton Beach. You can visit the arcade, try saltwater taffy, fry bread, and plenty of delicious seafood for even the pickiest palate. You can also volunteer to pick up trash, catch a show on the beach, or visit the Discovery Ocean Center (open 12-7).
You can swim in the ocean here, but I would highly recommend using a wet suit, because of how cold the water is. This area can also be quite dangerous with the strong rip tides, so be sure to watch the flag warnings. There are also a lot of sea lions in the area, which also attract Great White sharks for feeding. So be aware, and be safe should you choose to take a dip in the ocean.
Nubble Lighthouse in York Maine
With Maine's rocky shoreline, and the economy relying heavily on the imports, it was very important to its citizens to have a lighthouse. After a passionate petition to the government, they were granted $15,000 to complete the lighthouse. The Nubble Lighthouse was completed July 1, 1879, and has since become a symbol of both unity and community.
The Lighthouse was initially manned by the US coastguard and their families. After the lighthouse became automated, the last keeper of the lighthouse left in 1987. After which the lighthouse was placed on the National Register of Historic Places to help preserve it. The only time you can walk to the lighthouse is when it is low tide, otherwise, you would have to get there by a small boat.
The lighthouse is very unique in that instead of the traditional yellow light, the light is red. The red helps to cut through the fog at night that tends to commonly roll into Maine, with even the slightest change in temperature. The light rotates every 2 seconds day and night.
If you get a chance to visit the gift shop, be sure to say hello Prince of New England, Bill Thompson. This 93-year-old gem paints pictures of the lighthouse and sells them for $10-$15 apiece to help upkeep and maintain the lighthouse.
Each painting has a story behind it, and The Prince of New England makes sure you know what the story is prior to letting you purchase the painting. He showed me one painting that depicted a seagull named Charlie. Charlie would follow the postmaster from his truck to the gift shop every day.
He would wait until the postmaster was finished and then follow him back out to his car. One day the postmaster forgot to roll up his window before going into the gift shop, and when he came back out - Charlie was sitting in the front seat. The postmaster said, 'ok, well, let's go Charlie' and they drove to the next stop.
The Prince of New England concluded his story about Charlie then grabbed my hand. He explained how he was grateful he met me because I have a light in my eyes that he said made his day.
These are the type of connections that really make traveling worthwhile to me. When you can meet a random stranger, who has a kind soul, and words don't necessarily need to be said - but you understand them, and they understand you. This is why I agree wholeheartedly in calling Mr. Bill Thompson the Prince of New England.
I was reluctant to leave the Nubble Lighthouse but was excited for our next stop on our New England Coast Day Trip to Kennebunkport Maine. This was once a bustling harbor in the 1890s. It offered a safe place for shipbuilders to build new ships with deep water access to the ocean during high tide.
A bridge in the middle of town was once a drawbridge used to let the ships pass from Kennebunkport to the lower town of Kennebunk. Be sure you don't call it Kennebunk, as the locals are very proud to call it Kennebunkport and feel the towns are very different (especially the people in them).
The shipbuilders would typically haul coal, pine, and cotton to locations around the world. If you want to learn more about the shipping industry of days past, I would suggest visiting the Kennebunkport historical society and the Brick store museum. There are so many hidden gems like the White House and the public library, just wandering through town is the best way to see Kennebunkport.
The White House is one of the most unique buildings in Kennebunkport (or at least I think so). It is the same home that has been in this area for the last 130 years. The last known Perkins relative to live in the home kept all the clothing, furniture, and mementos in the home and gifted the home with all the contents to the Kennebunkport Historical Society. However, she required that all items within the home, stay in the home permanently.
So when you visit, be sure to go on a tour of the home (the last tour is at 3 pm) - you will feel that you have been transported back 130 years when you enter the home. While I missed the last tour by 15 minutes the lady at the gift shop told me all about the home, the town and why the house was so important. I really want to go back and do a proper tour of the house, because it sounds fascinating that even the clothes from when her, and her siblings were small children are still eerily preserved.
As I walked along the streets, I couldn't believe how incredible each corner of the town was for photos. I guess you could say it is one of the most Instagrammable towns I have ever been to. The cottages lining the streets looked like houses that could be in a Christmas Storybook, the yards were perfectly manicured, and the people were incredibly friendly.
I let myself get lost in the city and found a great little Public Library. I took a few pictures of the outside, then started to talk to some people decorating the patio. They were locals and explained the history of the building. It was built in 1813 as a bank originally, then turned into a customs office for the ship cargo that would come into town.
It was then turned into a free public library. If you go up into the Children's area, you will see some impressionistic paintings by Louis T Graves from the 1930s that show popular children's stories scenes depicted. These paintings are still incredibly vivid and have never been retouched.
What to Eat in Kennebunkport
The seafood here is incredible, and I would definitely plan on getting some sort of clam and lobster. The Lobster in Maine is some of the best, because of the cold waters off their coastline - it causes the Lobster to be very sweet to the taste and not as rubbery.
Our guide highly recommended the Pilot House. This family-owned and run restaurant is just behind the CITI gas station as you are coming into town. It is easy to miss if you aren't looking for it but is right by where you catch the whale watching tours. The Lobster dinners, Lobster rolls, and other meals are VERY reasonably priced from $8.99 to $18.99. I did look at some of the other places in town and the meals were far more expensive for the same kind of food. The Lobster is locally caught by those from Kennebunkport, so it is less of an impact on the marine ecosystems.
The locals come to this place to grab a beer, a bite to eat, and to watch a game. The waiters and waitresses make you feel as if you are part of the family when you walk in the door, even some giving you a side hug as you leave. I know this is weird, but if you go into the bathroom, they have a huge frame full of different types of knots that are used on a ship.
Spirit of Massachusetts
If you are able to stay into the early evening, then I suggest stopping by one of the most unique bars I have been to - the Spirit of Massachusetts. This 125 foot Schooner was first introduced in 1984 and has both food and drink available, along with a series of different events and shows they regularly put on.
Ice Cream and Blue Berries
A huge surprise to me was that Blueberries are a big deal in Maine because of the sweetness. In fact, Dreyers Ice Cream gets its supply of blueberries from Maine. So while in town, finish off your visit with a sweet treat from Aunt Marie's Ice Cream. This little shop is tucked away into a corner behind all the shops on the main stretch of road, and there were about 15-20 locals consistently coming through at any given point. (Address: 10 Ocean Ave Kennebunkport Maine 04046)
Patten's Berry Farm with the Princess of New England
Our bus driver also claims that there is a Princess of New England Coast as well. When you head back to Boston, there is a small fruit and flower stand on the side of the road called Patten's Berry Farm.
Mrs. Patten, 92 years old, has been tending the family farm, canning and selling the products at the fruit stand since she was a girl. If you stop, you will see just how much care she puts into making every flower pot perfect, each can of fruit is perfectly positioned, and large blueberry and apple pies are placed near the register.
Making our way further along the New England Coast - we stopped briefly across the way from Walker Point. The temperature had changed, and of course, the fog rolled so apologizes for the poor photo. This is the summer residence of former US President George Bush.
Their family bought this area 120 years ago and has morphed into a place of refuge for the Bushs. When we drove by this place, we were able to see that there were three secret service cars near the entrance. There was also an American Flag on the building as well. Paul the Pilot (our guide), told us this is how you can tell that the Bushs were at Walker Point that day.
Back to Boston
After a long, but wonderful, day of our New England Coast Day Trip from Boston, Paul the Pilot gave us an opportunity to take a snooze on the way back into Boston. I zonked out quickly and enjoyed the downtime to refresh before a hectic week at the conference.
Paul dropped us off at key points within the city, close to our respective hotels, where the bus was able to fit. I was reluctant to leave because he was so kind and it had been such a relaxing day. For the cost, I think the trip was well worth it. The pick-up and drop-off were seamless, the time at each stop was perfect, and we were able to get back to Boston at a reasonable time around 7-8pm. Just in time for me to meet up with friends attending the conference, for dinner. So if you are in the Boston area, and are looking for a New England Coast Tour Day Trip from Boston. I cannot recommend utilizing this company and service enough. This was not a sponsored trip in any way, I genuinely enjoyed my time on my New England Coast Tour with Grayline.
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My name is Janiel, a leader in the travel industry with over 20+ years of experience with international travel. I specialize in solo female travel, cultural connections, sustainable adventures, food and history to help make your travel experiences fun, meaningful, and delicious. My experience in travel, and my personal story have allowed me to get published in Fodor's Travel, Atlas Obscura, Metro.co.uk, Trip Advisor, and multiple Podcast interviews. You can find me on pretty much every social media channel YouTube, Instagram, Twitter, Facebook, Pinterest, TikTok. To read more about me and my story click here. If you are a brand and would like to work with me, click here.