When you're in Portland , Maine, why not take a sailing tour around the beautiful islands ? This…read morewas a great activity for us to do - and the staff was amazing ! They were friendly , knowledgeable, and made sure that all the questions were answered . It was about 140 for two of us so it's not the cheapest but it was a ton of fun- A couple things I will say, I wish that there were better seats on the sail boat , maybe a bit more comfy than sitting on a hard block and that we went a little farther around the bay, we stayed in a pretty concentrated area but would have loved to have seen more .

This was one of my favorite activities on our trip to Portland. It was a really hot day and when…read morethat boat was moving, it was so nice having the breeze in our face. Our captain and shipmate were really nice and fun to talk to. Loved seeing a few lighthouses and just being out on the water - it was so calming. At one point, there was absolutely no wind so the boat was just floating and not moving much of anywhere. We got pretty hot as we were facing the sunny side. Other than that, everyone working at Portland Schooner was really nice, the sail was fun, and the process was easy. Would do this again!!!

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!

If you're on the fence about doing the cruise... just DO IT! I'm not really one to say something is…read morea must do whenever you travel somewhere, bc everyone enjoys different experiences, but going on a lobster boat cruise when you're in Maine is a must do. The lobsterman and woman who led are tour were excellent; they were very knowledgable, kind, and ensured everyone on the cruise had a great time. The best part is you are allowed to purchase lobsters which are caught on your cruise. There is a restaurant a few steps off of the boat that will cook up your lobster for you as well! I wouldn't hesitate to go on a Lucky Catch Cruise again if I happened to travel back to Maine.

Loved it. Amazing person to let you know what is happening. They new everything about the tourread more

Great tour of local sites and the lighthouse! Driver was…read moreprompt and tourguide was helpful and full of historical facts. Volume was great- loud enough to hear but not so loud you felt like you were being yelled at :) On the way to the lighthouse there is a gorgeous house with hundreds of flower pots. Wish we had more than 5 seconds there to pause for a moving pic. -Appreciated the time to walk around the lighthouse area. They graciously moved the trolley up closer from the lighthouse roundabout, to accommodate my 91 year old mom. Grateful for restroom access at the lighthouse. Good to know they are portapottys in the far side of the parking lot of the lighthouse! Sit in the back half of the trolley for the best unobstructed views. Bring sunglasses and sunblock!

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.

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.

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

There are a few options for "lobstering" tours in Portland. I'll be honest, we opted for Rocky…read moreBottom because they have a bathroom on board and the others didnt look like they did. Didn't end up needing it but I was glad it was there. The tours are strictly educational/catch and release. We all had a great time. Russ and Grady really did a great job of including everyone in participating and answering all of our questions. I learned a lot and had a great time. They also did a really great job with the kids, always so patient and good at making sure they were having fun and learning. Definitely a must do in Portland.

Rocky Bottom was a great and educational experience....John's extensive knowledge of the process of…read moreLobstering was both fun and educational....I highly recommend this business and the wonderful experience they provide....