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!

My 85 yr old mother booked a cruise out of Portland on the Wendameen. Since I couldn't get out of…read morework, I walked her down to the pier and checked in with the woman working in the booth. I asked if someone would be able to escort her onto the boat and from there she would be all set (she is fiercely independent). I was assured she would be well looked after. And she was! She was immediately seated in the shade while waiting to board and she said everyone was so helpful. It was a wonderful experience for her and I was so relieved to leave her in great company. Thank you to everyone involved.

Lucky Catch Cruises was one of the highlights of my first visit to Portland. As a solo traveler, I…read morewas looking for experiences that felt comfortable and fun on my own, and this was absolutely perfect. The excursion was not only enjoyable but also educational. I learned so much about Maine's lobster industry including how lobsters are caught, which ones are kept for restaurants, and why certain lobsters are returned to the water. It was fascinating to learn about the process and get a behind-the-scenes look at such an important part of Maine's culture. One of my favorite parts was getting to choose my own lobster. It was only $12 to keep the lobster I caught, and then I took it over to Portland Lobster Co. (just about a one-minute walk away) where they cooked it for an additional $15. The meal came with corn on the cob and a baked potato, and I was able to enjoy it right on the waterfront with plenty of seating, additional menu options, and live music. The boat ride itself was about 1 hour and 45 minutes and included beautiful views of Portland's coastline, seals, and other famous landmarks. The crew was wonderful, friendly, knowledgeable, and they made sure everyone had a chance to participate. Even with 17 people onboard, no one was overlooked. They also took photos of everyone, which was a thoughtful touch. A few tips for future visitors: the boat has limited restroom availability, so I recommend using the restroom before boarding. Also, if you have time, definitely plan to enjoy your lobster afterward at Portland Lobster Co. it completes the experience. This was such a memorable way to experience Portland and a must-do for anyone visiting Maine.

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!

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.

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!

We had a wonderful time on the Nicte Ha sailboat on 7/24. Communication was great and we were 100%…read morecomfortable that they did their Covid cleanings before arrival and also adhered to the social distancing and mask rules. We did a 2 hour cruise which was great, but next time, we'd definitely try a longer cruise.. either a half day or full day and take advantage of grilling on the boat.

Came here for a morning sail with a group of five. Nate, Jimmy, and Luke were fantastic and so…read morewelcoming. First we headed out to open water and then the sails came down. You can tell they genuinely love sailing, were a pleasure to be with, and were hospitable. They also pointed out some attractions while we were sailing, let our friend drive for a bit, and answered any of our questions. Book your reservations ahead of time because they can be sweeped up at anytime! Highly recommend.

Maine the way life should be. A friend coordinated a private 3 hour charter today. 15 friends new…read moreand old boarded at the Flatbread dock. Easy access and lots of parking around. It is a bring your own. Plenty of room with a a table and seating around the boat. Capt Ben and his crew were professional and fun. After our safety briefing we were on our way. As we passed through the islands we were given a historical tour of old wrecks and smallest lighthouses. It was not just fun but educational. We made our way to a nice beach area off Long Island and anchored. Snacks and drinks, music and of course a swim off the boat made for a perfect day. If you are looking for a fun way to explore the coast of Maine with friends check it out. They also provide water taxi service to the islands as well.

Are there other harbor tours, sure but you would have to be an idiot to choose anyone else but…read morePortland Harbor Water Taxi. They are not a guided tour in the truest sense they are an actual water taxi service that stops in five different areas on the bay--price is awesome and their boat is large and takes a loops that commits about one hour of your time. Pick it up near flatbread pizza there is a small jetty that they share with the fire boat--bring cash and you are all good.

We hired Fogg's Water Taxi for a 2 hour birthday tour of Casco Bay and the lighthouses. Ben, our…read morecaptain, was so accommodating and friendly. He provided interesting information about what we saw plus a lot of historical facts. Our party of 6 ranged in age of 14 to 75, and we all had a fantastic experience.

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!

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 highly recommend Casco Bay Custom Charters…read more We sailed with them for a special family event in July 2020. We gathered to release our father's ashes at sea. The team we worked with to plan the event were flexible with our plans including location, departure, and the actual release. They provided helpful information about purchasing a biodegradable urn and how to structure our minimal program - especially as we had young children participating (ages 4-11). They will work with you to create your ideal experience.

Our small family really enjoyed this private charter experience. The crew was super friendly and…read morevery knowledgeable. The boat was comfortable and the tour included some hardy snacks and drinks. Would highly recommend this company to anyone looking for a private Charter tour in the area.

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

We had a fantastic time on the lobster demo tour with Owen and Russ at Rusty Bottom Tours! Owen's…read morehumor and stories about growing up in the area made the experience both entertaining and authentic. He also shared some great local recommendations that we really appreciated. Owen and Russ made a great team--they kept everyone safe while making sure the tour stayed engaging from start to finish. The lobster demonstration was fascinating, and we learned so much about the local fishing industry. Highly recommend this tour if you're looking for a fun, informative, and memorable experience! Minnesota Squad July 2026

we went on the Lobster Tour on June 27,2026. What a wonderful experience! The crew was extremely…read moreknowledgeable and shared lobsters lifecycle , the lobster fishing industry and lots of very interesting other info with us. We got a hands on experience measuring live lobsters, handling them, applying bands to their claws and releasing ones that weren't keeper size. Overall super fun!