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    Mary May Charters

    5.0 (1 review)
    Open 5:00 am - 6:00 pm

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    10 months ago

    Absolutely stunning trip. Captain was amazing. Highly recommend to anyone looking for a day out fishing!

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    Lucky Catch Cruises

    Lucky Catch Cruises

    4.9
    (266 reviews)

    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!

    Casco Bay Lines

    Casco Bay Lines

    4.1
    (157 reviews)

    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.

    Fogg's Water Taxi and Charters

    Fogg's Water Taxi and Charters

    5.0
    (37 reviews)

    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.

    On the Rocks Cocktail Cruises

    On the Rocks Cocktail Cruises

    5.0
    (4 reviews)

    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!

    Mary May Charters - boatcharters - Updated August 2026

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