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Maine Sailing Adventure (5 Days)


Coastal Cruising Experience - 100NM /5 Days

Details:

Explore all that Casco Bay has to offer in a fun packed, island hopping adventure. We’ll sail to isolated coves, experience gorgeous sunsets, island hikes through pine laden trails, and sample Portland’s amazing foodie scene–all on one of the fastest, most comfortable sailing machines on the water.

  • This is an adventure-based sailing trip, designed to show you some of Casco Bay’s most beautiful islands, rich history, and Portland’s awesome food scene. We’ll be focused on experiencing all that this beautiful state has to offer, curated by first-mate, Xander, a Mainer himself!

    • Portland Old Port - Lovely historic old port with a lively night life and great food

    • Jewell Island - Quiet night on anchor at one of the prettiest islands in Casco Bay. A story-book hiking trail, lined with lobster pots, and some of the best sunsets.

    • Eagle Island and Harpswell - We take a day stop for lunch on the Island and home that once belonged to famed Arctic Explorer, Admiral Peary. This historic island has walking trails covered by luscious gardens started by his wife, Josephine Peary. We will sail to Dolphin Marina for the night, and wake up to free muffins and coffee, hand delivered to us at our mooring.

    • Peaks Island - Anchor at Casco Bay’s most inhabited island, and explore the shops and bike trails

    • Portland Harbor - Return to Portland and visit historic Fort Gorges

  • August is Maine’s most popular month for tourism due to the perfect weather. The water is about as warm as it gets, somewhere around 60 degrees, the sun is nearly always out keeping our days around 80-85 degrees. Nights will drop to 65-70. Despite this warmth during the day, you will need to dress for colder weather while we sail. Temperatures on the water, with the wind chill, will feel more like 65 degrees while we’re moving. Bring layers - sweaters, t-shirts, and a rain jacket for the occasional shower.

    Prevailing West and South Westerlies will keep warm moist air circulating, creating foggy mornings, and at times, foggy days. Winds around 15 - 18 kts, make for lovely sailing. Occasional Northerlies will cool things off, and keep us on our toes!

    • Airport: Portland International Jetport (PWM)

    • Dinghy pick up and drop off: Dimillos Marina

    • Please book local accommodations for the evening prior to and after our planned departure / arrival. Flexible bookings are always preferred, though we do our best to depart and arrive on schedule.

  • Our prices are all-inclusive once aboard, covering meals, snacks, refreshments, evening sundowners, and mooring or docking fees. Not included: Transportation to/from the program and meals/drinks ashore.

    • Private Double Cabin - $7,050*
      *Price per cabin, which may accommodate one or two persons.

    • Cabins Currently Available - 2

    Book the whole boat (up to 4 guests) and receive a 10% discount.

    Extra Night Aboard - $600 per night*

book Now

Click ‘Book Now’ and fill out a submission form. We will get back to you with an invoice to reserve your cabin. After booking, we will send you more information about the passage including details on what to expect on your stay aboard, boat details, packing, etc. If you have any questions, don’t hesitate to Contact Us! Or, maybe your questions are answered elsewhere? Check out our FAQ’s!

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Mallorca To Cannes (7 Days)

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Newport to Annapolis (7 Days)