What a wonderful way to end our amazing trip to Maine!…read more Our sunset cruise was simply spectacular! I HIGHLY RECOMMEND!!! Bob entertained us the whole time - interesting and witty, all without being annoying! This man was FUNNY! Nate was our trusty Captain, who kept us safely sailing. Dan was on the lower level serving up drinks. We saw such beautiful views, and took some really lovely photos. The whole trip was so memorable, relaxing and fun!

My octogenarian mother and I had booked a harbor tour through another vendor and arrived to find no…read moreboat, no office, just an empty dock. We'd been scammed. Glancing over, we spotted people boarding a nearby vessel and rushed over. It was the Portland Discovery Harbor Sights tour, about to depart. I quickly explained our situation to a crew member, who conferred with the captain and with real generosity waved us aboard with one minute to spare, trusting us to pay at the ticket booth upon return. We were genuinely moved. My mother was visiting Maine briefly, and getting her out to see the lighthouses meant everything. The tour itself was wonderful; well-paced, informative, and beautifully crewed. Highly recommend.

Tour was ok, but a little boring for the kids - lots of "dad, can we please get off soon?"…read more We booked for an easy tour, but in retrospect would definitely go with a smaller boat and more unique tour. Would probably be 2-3 stars, but bumped further down to 1 for the very rude tour guide.

Fun time!! Our 1st time in Portland and we decided to take a tour of the city and harbor. If you've…read moreever done the Duck tours in Boston then you know you're in for a treat with Quack N cruise.

We had such a great time on the lobstering excursion! It was early season but our crew managed to…read moresnag two lobsters. Even with the limited catch the crew were super friendly and provided some good information about lobsters, the industry, and the harbor! They made sure that everyone was able to get involved and had plenty of photo opportunities! We bought two lobsters off the boat and took it to Portland lobster co next door afterwards! I'd recommend this trip! Make sure you bring cash to purchase the lobsters from your trip. They were $12.50 each for ours!

This is such a fun and unique experience! The email says arrive 20 minutes earlier, however you…read moredon't board until 5 minutes before. Be aware of that because you will have to wait in the heat. The tour guides were very informative! It was very cool being able to band lobster claws, push the cages in the water, and measure the lobster sizes. You can also purchase live lobsters with cash. Definitely recommend trying the tours here!

Mail run trip. Six islands: Little diamond, Great Diamond, Long, Cliff, Chebeague. The Casco Bay…read moreLines are the premier ferry line for folks getting back and forth to the many islands in and around Portland Maine. Primarily this trip is a working freight/mail ferry trip that they have allowed passengers to join and enjoy the beautiful views while the deckhands work. Super fun and economical way to get out of the city and see Casco bay. We were super satisfied and pleased. Would give my highest recommendation. Staff was phenomenal.

Eat, Drink, & Be Ferry…read more Ferry service that charters passengers from Portland harbor to one of numerous inhabited islands just off the coast. We chartered a Ferry ride to Peak's Island on a crisp early Autumn day. The Good: *You can load your car on the Ferry *Nice boat with a top view *Staff was friendly enough *Fairly inexpensive at $14/adult & $7/child for round-trip ticket. *They also do scenic boat tours, as well as the Ferry service. Check their website for dates and times. The Meh: *Peak season pricing on autos that can go from Off-Peak Season price of $70-100 (depending on vehicle size) to $150-170 for Peak Season price. The Ugly: *Make sure to plan your day accordingly with the boat schedule. You don't want to get stuck on an island there without a reservation. Conclusion: Even if you just go out to the island and back, it's still worth the $14 of entertainment riding across the ocean.

My friends booked the Casco Bay Cat for my bachelorette party - we had a 2-hour boat ride around…read morePortland on a beautiful Saturday morning in October. The captain and staff were extremely kind and supportive of our group. They were helpful as we got things situated, accommodating our need for ice and getting it for us before we left. Once on the water, we put our music on and had a great time. We brought all our food on and enjoyed brunch, mimosas, and beautiful weather. The boat ride itself was smooth despite some choppy waters. The staff even helped us out by taking some photos of our group - the captain turned the boat and the staff member did a great job getting the lighthouse in the picture. I'd absolutely recommend!

Heading to meet up with friends to take the Casco Bay Ferry to Great Diamond Island for a friends…read moresurprise birthday dinner. Unfortunately, on the way up the highway, there were two accidents and we knew we would miss the ferry. My spouse searched online (I was driving) and found Fogg's Water Taxi and we called to see if we could schedule a taxi. It was so easy and they were so professional. We determined our arrival time and set it up. We were greeted by the most friendlies people and they offered to sit in the lounge area (A/C) and they had fun beverages for purchase, while you waited. The captain of the taxi vessel was fantastic and professional We arrived just a few minutes late for the reservation and still surprised the birthday boy. Oh, you pay the captain of the vessel when you arrive to your destination and they take cash or card. So easy and really not that expensive. Thank you.

This lobster tour was absolutely fantastic! It was authentic, informative, and not touristy at all…read more They let us be as hands-on as we wanted, pulling up three lobster traps and explaining every part of the lobster fishing process along the way. We learned so much and really appreciated how genuine the experience felt. If you're looking for a true Maine lobster experience, I highly recommend this tour!

Awesome tour! Engaging and fun. Even our 16 year old boy enjoyed it! It is very hands on and not…read morejust sitting and listening. Highly recommend!

An absolute experience and worth the $75…read more Customer service was incredible and they even allowed me and another patron to help raise the sail. Crew and Captain were well-versed in the history of the area. If you had questions they were open to answering or at times making a fun anecdote. So much history of the schooner, Bagheera, and the islands around Portland mainland. They handled the schooner with incredible poise and care. Some folks brought their own snacks and beverages on-board which wasn't advertised, but such a great idea. Definitely colder than I expected when the sun started setting and the winds picked up. I will forever remember this evening sail on the Bagheera. Thanks y'all, you made a mother-daughter trip very special!

Captain Jonathan and crew were wonderful. We had the most wonderful experience sailing Casco Bay…read moreand learning some history. Super pro and super fun hangs too. Will do this again next time I'm in Portland. Thanks gang!

Captain John is the best captain and tour guide he made our trip , he is very knowledgeable and…read moreinformative the trip was just amazing and worth the very reasonable price

Great day and nice captain, had a wonderful time. Buying lobsters for dinner was funread more

Just had my second OTR cocktail cruise (I went last year with a Yelp group), and I'm so glad to…read morehave gone out on the Kismet again! This time two friends and I joined the sunset cruise, and we had only two other people with us on the boat. On the Rocks isn't fancy; it's a laid-back local vibe and a great alternative to a giant party boat. Before boarding you have a choice of beverages you can take along, both alcoholic and non; they put them in a cooler, and off you go! You can bring your own snacks on board if you want to. Tours are an hour and a half and that feels leisurely. The route might vary: last summer we cruised over toward Cape Elizabeth, but this time we wound our way through the islands scattered around the bay: Peaks, Cushing, Long Island, Cliff, and the Diamonds. I loved this route for the the glimpses at the back-island views--and then we sailed back toward the port with a gorgeous sunset lighting the way, lights twinkling on all around. Practicalities: it's a bit hard to find the launch point; there wasn't a sign for OTR and they've moved from where I'd caught it last time. Fortunately the first mate eventually wandered down the pier and found me looking around. If you're driving, give yourself plenty of time to park and walk--Old Port is crazy busy in the summer. Money: any drinks you buy and consume will be charged to the card of whoever made the reservations, so no need to fuss with Venmo on board (I recommend bringing some cash to tip afterward, though). And that's really all you'll need to navigate: once you're on board just relax, settle in, and enjoy being out on the Casco Bay!

Sandy and team were able to accommodate my sunset cruise last minute as my other company cancelled…read moreon me a few hours before sailing. Our captain Sandy was very kind and made sure we always had a drink or snack in hand! The sunset was stunning and for $65/pp and a 1.5 hour sailing, I could not have asked for more! Only downside is no BYOB, but drink options are extensive!

I attended the Portland: Old Port Culinary Walking Tour on Sunday, June 14, 2026 at 10:30 am with…read moreAnne and Ross. Usually, there is only one tour guide and it was supposed to be Anne only but Ross joined in as well. The Old Port Culinary Walking Tour is a foodie tour with a mix of history and culture. Our group consisted of 13 people. The tour starts at Andy's Old Port Pub with an introduction from our tour guides. At Andy's Old Port Pub, we were seated in the backroom and had a seasoned, grilled fresh haddock with house-made pickled vegetables, pico de gallo and lime crema in a corn tortilla and Andy's house Lager. Ross talked about the suspicious happenings and history at Andy's Old Port Pub. They both talked about Harbor Fish Market which was right across the street and how the seafood never see the back of a truck. I thought the fish taco was okay and was probably my least favorite food item from the whole tour. Andy's house Lager was very smooth and I really enjoyed it. Then, we walked next door to Gilberts Chowder House where we had a choice of Clam Chowder, Haddock Chowder, Corn & Chicken Chowder, Seafood Chowder, or Seafood Chili. I chose the Clam Chowder. The Clam Chowder was thick and not as creamy as I usually like my clam chowders. Here, Anne was showing us pictures of lobster abnormalities. After having our chowder, we walked to the historic U.S. Custom House and old fishing docks. We even got a postcard of the old fishing docks which was a nice souvenir. Next, we stopped at Rigby Yard and were seated in a small private room. We were offered several drink options; I chose a glass of prosecco. We had the Fresh Maine Lobster Roll with fresh Maine lobster meat Maine-style, tossed lightly in mayo, lemon, and sea salt served on a brioche roll with chips. The lobster was definitely fresh and good. The last two stops were dessert spots: Dean's Sweets and The Gelato Fiasco. We had a needham which is a confectionery dessert bar made from sugar, chocolate, coconut, and potato and we had the option to choose another truffle. I chose a blueberry one. At The Gelato Fiasco, we were able to choose 2 different flavors. Funny enough, I had went to The Gelato Fiasco the night before and it really is delicious gelato. I was glad to try different flavors. The tour finished about 1:45pm. The tour guides thanked us for spending our time together. The Portland: Old Port Culinary Walking Tour was fun and I enjoyed meeting the other people in our group. Anne and Ross were very knowledgeable with Portland's history and food scene. They had good recommendations for other things to do in Portland. The food we had on the tour was okay according to my opinion, but it was definitely a good variety of Maine dishes.

We came to Maine very VERY early season (March 20th-24th) and were looking for something to do…read more Most of the area is still in full 'pre season' mode, with many restaurants and services closed, especially during the week. We found the walking Food tour on Viator and jumped at it - and boy were we glad that we did! Because of the time of year, my wife and I were alone on the tour and as such got to spend around 3 hours with our guide, Ray Sapirstein. Putting aside Ray's obvious love for Portland and food in general, he was a charming guy - keeping us engaged and entertained with stories about the area for the entire duration of the tour. Ray is a PHD trained historian and, as such, was able to fill in a lot of color about the area, going beyond the 'food' aspects of the tour, describing the 'hilly roads' which were sand dunes were covered up to build out the city. Add to that the fact that he took us to several places that we NEVER would have found via googling for 'best ofs' and would have been a HUGE failure to miss! Andy's Old Port Pub - a neighborhood bar (don't call it a dive, though in my mind it qualifies). Spend some time chatting with Thomas, the owner, and Steve the bartender - and had what I can only describe as the single best haddock taco I've ever had in my life. Do not judge a book by it's cover: this place is AWESOME. Great craft beer tap list, and a warm and friendly environment. If I lived in the area, this would be my regular. From there we went to Gilbert's Chowder house right next door - Ray was again right: don't sleep on the seafood chili - it was RIDICULOUSLY amazing. After that we paid a visit to the Harbor Fish Market where we got to see the recent catches, and as Ray pointed out the 'transparency' of the thing: fish are cleaned and prepped for sale right where the customer can watch, and all fish are labeled as 'fresh' (with VERY few pre-frozen exceptions). This is also the place to go if you want to buy Maine swag. From there we proceeded to Rigby House, an unassuming 'coffee shop and workspace' that Ray promised us had nothing short of the best lobster roll in Maine: I've had some good lobster rolls so I can't quite commit to that, but the bread it was built on was FANTASTIC, baked locally from one of the bakeries rated tops in the nation right in Portland. This stop came with either 2 samplers or 1 full pour from their 20+ menu. Don't miss the blueberry ale. It's a rare treat and again, came from Ray's love of his city. From there, we visited Dean's Sweet shop for a couple of truffles and terrible jokes, and then Fiasco's Gelato to round up our day - try the lobster gelato, it's weird and not something I'd necessarily do again...but glad to have had the experience. The whoopie pie gelato was top notch and the blueberry was one of the best gelatos I've ever had. For a 3 hour tour, with all food included, we were certainly full and happy. The walk was short - I don't think we wandered more than a mile in total - and when we were showing signs of being "Help me I'm not from Maine cold", Ray took us into Grittys, another neighborhood bar just for a warm up.