1. Sail

    Windjammer Sails. Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the pristine waters of Casco Bay.

  2. Portland, Maine Boat Tours, Sails, and Public & Private Charters

    At Sail Portland Maine we offer intimate, crowd-free, professionally-captained and crewed excursions aboard our vessels, the Eleanor Hawkes or the Calista Ann. We provide multiple trip options to ensure that your Portland, Maine boat cruise fits into your schedule or the ability to customize times for a private charter.

  3. Sailing Tours Maine

    Small Group Sailing. Enjoy an intimate and comfortable sailing experience with never more than a few guests aboard, ensuring no overcrowded tours. Unique Tour Experiences. Explore Portland, Maine, with our exclusive tours that offer unique insights into local culture, cuisine, and nature unlike anywhere else. Professional Crew.

  4. Nautilus Sailing Company

    Book a sailing adventure for a day trip, sunset cruise or your own private charter in Portland, Maine! DAY SAILS &. PRIVATE CHARTERS. 11:00 AM - 1:00 PM | Morning Sail. 3:00 PM - 5:00 PM | Afternoon Sail. $80 per Person | $450 Private Charter. Hop on one of our 2-hour morning or afternoon sails to explore Maine's diverse and scenic Portland ...

  5. Reserve Your Boat Cruise in Portland, Maine

    Reserve tickets with Sail Portland Maine for the most beautiful boat cruise on the Casco Bay. We offer daily two-hour public or private trips where you're guaranteed a crowd-free, intimate, and unique adventure aboard our sailboat, Eleanor Hawkes, or our Classic Motor Yacht, the Calista Ann ! Sail Portland Maine is an experience you can only ...

  6. Portland Schooner Co.

    Portland, Maine 04101 . P. (207) 766-2500 . T. (877) 246-6637 ... Whether you're nine years old or 99, sailing aboard our Maine schooners is a unique adventure. Two-hour day sails, lighthouse cruises, special events and private charters are available. Visit Portland

  7. Portland: Schooner Tall Ship Cruise On Casco Bay

    Enjoy a 2-hour Portland Schooner Tall Ship Cruise on Casco Bay for just over $100 per person. Free cancellation up to 24 hours before departure for stress-free planning. Encounter seals, seabirds, and dolphins while sailing on a famous schooner tall ship. Maine State Pier is the meeting point for a memorable journey with breathtaking views of ...

  8. Schedule

    At Portland Schooner Co. we love the sea and our handcrafted, wooden vessels that still sail it proudly. And, we love the opportunity to share this passion with our guests. Representing some of the finest examples of Maine's rich shipbuilding heritage, our historic vessels can be experienced May through October aboard a public sail or cruise ...


    6:00 - 8:00 PM | Sunset Sail. Fall Hours May Vary. $95 per Person | $550 Private Charter Sunset sails depart each evening to enjoy golden hour views of Maine's diverse and scenic Portland Harbor. Bring your camera and favorite cocktail and get on the water with Nautilus Sailing Company to enjoy the best sunset views of Portland, Maine.

  10. Our Boats

    The Eleanor Hawkes is a Friendship sloop, a beautiful traditional-style sailboat that glides effortlessly over the water. With space for up to 6 guests, this is the most private sail you can get in Portland shy of owning a boat! The Eleanor Hawkes is based on the Friendship sloop, also known as a Muscongus Bay sloop or lobster sloop, which is a ...

  11. Maine Windjammer Sailing Cruises

    Welcome to the Maine Windjammer Association - the largest fleet of traditional tall ships in the Americas. Our iconic windjammers offer multi-day, all-inclusive, sailing adventure cruises in one of the most acclaimed cruising grounds in the world. When you sail aboard a Maine Windjammer Association vessel, you can be sure that your hosts hold ...

  12. Schooner Stephen Taber

    Offering three- to six-night sailing trips from late May through October, we invite you to discover the magnificent coast of Maine aboard a nearly 150-year-old schooner, the Stephen Taber.. Join us for an all-inclusive, intimate experience unlike any other - superb sailing, striking scenery, diverting activities aboard and ashore, and an elevated culinary experience.

  13. Portland Maine Sailboat Adventures

    A sailboat charter business offering scenic and historic tours. Book your adventure! Explore the beauty of Maine from the sea. Sail past lighthouses, picturesque islands, lobster boats, and historic Fort Gorges. ... PRICES START AT $450 FOR A DAY SAIL AND $550 FOR A SUNSET SAIL. ... ©2023 Portland Maine Sailboat Adventures. Contact Alex at ...

  14. Portland Maine Sailing Cruise

    Come sailing in Portland Maine on Mercury, our cruises are private just for your party of up 4 people. Mercury was built in France and sailed across the Atlantic and through the Caribbean. Come to relax and enjoy beautiful Casco bay with Open Water Adventure Sailing. Come to celebrate a special occasion.

  15. Portland Maine Traditional Windjammer Sailing Tour 2024

    See a new vantage on Portland and the Maine coast—and enjoy a relaxing excursion out on the water—on this sailing tour. Make your own way to the Maine State Pier, and hop aboard a traditional, Maine-built windjammer. Once you set sail, soak up the sea breezes, look out for seals, and even take a turn at hoisting the sails or behind the ship's wheel.

  16. Crowd-Free Boat Charter in Portland, Maine

    Meet Our Boats. Eleanor Hawkes (Sailboat) → Book a Trip on the Eleanor Hawkes. The Eleanor Hawkes has space for a group of up to 6 people, making it one of the smallest chartered cruises in Portland - and thus, one of the most crowd-free and intimate experiences on the harbor! 12:00 PM - 2:00 PM: $85 per Person/$500 Private Charter.

  17. 2024 Guide To The BEST Maine Sailing Tours

    Portland & Casco Bay Sailing Tours Portland Schooner Co. Portland. Portland Schooner Co. sets sail from Portland Maine and cruises through Casco Bay for a delightful trip along the coastline and past lighthouses and ocean life, like seals. On the two-hour sail, bring your own picnic and even alcoholic beverages for a relaxing, scenic time on the water.

  18. Frances

    Traditional windjammer sailing out of Portland, Maine's Old Port aboard the 74' Maine built, classically rigged Frances. Available for charter (corporate outings, weddings, private events) and offers weekly special events: acoustic folk and soul music at sunset, yoga practice on Casco Bay, and day sail trips that are picnic worthy and friendly for all ages.

  19. Maine Sailing Adventures

    Maine Sailing Adventures. Built on Portland's waterfront, and launched in 2003, our 74′ British design gaff rigged cutter has enjoyed hosting guests aboard since 2005. Designed and built in the spirit of tradition, Frances is a replica of working coastal pilot cutters that sailed the waters of Maine and New England between 1790 and 1812.

  20. Portland ME Boat Tours

    The Scenic Route Maine Tours. A family-owned and operated tour company sharing what we love about our charming city and the state of Maine. Kayak trips, brew tours, foodie tours and seal cruises; cruises and tours are the perfect way to experience the coastal and inland areas of Portland Maine.

  21. Casco Bay Custom Charters

    At Casco Bay Custom Charters, we invite you to explore the captivating beauty of Maine from the unique vantage point of our classic wooden vessels. For the past decade, we've shared more than just boat tours. Our charters are personal introductions to the coastal landscapes, lighthouses, and culinary delights that define our region.

  22. THE 10 BEST Portland Boat Rides & Cruises

    24. Sunrise/Sunset Boat Tour, Portland's Casco Bay, Bird's Eye Maine. Embark on an unforgettable Sunrise or Sunset boat tour of Casco Bay in Portland, Maine, where nature, history, and natural…. 25. Morning Lighthouse Cruise Along the Coast of Portland Maine.

  23. THE TOP 10 Portland Boat Cruises, Sailing & Water Tours (w/Prices)

    2.5-hour Dinner Cruise on Willamette River. 302. Whether you want to relax after a long day of sightseeing or need to unwind at the end of your workweek, a sunset dinner cruise along the Willamette River is sure to do the trick. The journey offers spectacular views of the Portland skyline and city's main landmarks.

  24. America's Most Scenic Small-Ship and River Cruises

    These seven-night American river cruises on the UnCruise Adventure's S.S. Legacy sail round trip out of Portland, ... Maine Coastal Cruises. Maine Windjammer Association's Lewis R. French is a ...

  25. Portland, Maine offers a 'big-city feel in a small-city package'

    Portland is a historic Maine harbor town where James Beard Award-winning restaurants operate blocks from a busy waterfront where fishing trawlers bring in the day's catch.

  26. Boaters receive annual blessing from Portland religious leaders

    Questions about your account? Our customer service team can be reached at [email protected] during business hours at (207) 791-6000.

  27. PDF U.S. Coast Guard Freedom of Information Act (FOIA) Logs (b) (6)

    a cruise ship), on July 25, 2017 EWU Media LLC EWU Media LLC ... Rockland, Maine The Courier-Gazette Betts, Stephen 10/10/2023 2024-CGFO-00063 records concerning fire involving M/V ... pulling into port in Portland, OR June-July 1999 Valentine, David 10/13/2023 2024-CGFO-00113