Lower Prices than Cruise Lines. Higher Quality, Smaller Tours. Money Back Guarantee. 24/7 Traveler Hotline. 19,780+ Customer Reviews. Guaranteed Return to Ship.19,780+ Customer Reviews

Windjammer Sail

Price: $62.00
Sale Price: $48.00
Save $14.00!
Choose Your Options View My Cruise Itinerary
Tour Departure Date:
Tour Departure Time:
Number of Individuals:
Tour Details
Tour Details

Windjammer Sail

Enjoy this great opportunity for a Windjammer Sail onboard an authentic schooner in Maine's beautiful Casco Bay. Sit back, relax and enjoy the views, or join the crew and learn about sailing.

Since the 1700s, schooners have been used for a variety of purposes because they are fast, sleek, adaptable, and considered the sturdiest ships of all time. On this Windjammer Sail tour, you will board a beautiful 48-passenger vessel for a two-hour sail on Casco Bay.

This excursion provides the perfect way to experience the beauty of the Maine coast, complete with lighthouses, seals, seabirds and the rugged coastline. Pack a meal, bring your favorite wine or beer, and sit back and relax as our courteous and professional crew share their knowledge of the sea, sailing and local history. Or, if you feel inspired, join the crew to hoist the sails or take a turn at the ship's wheel. All ages are welcome!

Shore Excursion Size
Shore Excursion Type
Active, Scenic, Water/Beach
Shore Excursion Duration
2 Hours
Activity Level
Shore Excursion Leaves From
5 minute walk from the cruise pier (details provided with your e-ticket)
Food/Beverage Provided
We recommend wearing comfortable clothing and sensible walking shoes. An extra layer is recommended in case of cool weather.
Smoking is not allowed on board, but guests may bring wine or beer. Fold up walkers and fold up wheelchairs can be stored at the dock. They cannot be taken on board the boat. Guests must be able to walk onto the boat via a narrow gangway.
5 Stars5Based On 24 Reviews Review This Tour
5 StarsPortland, Maine sailing on the WindjammerOctober 08, 2019

Reviewer: Henry Wierzbowski
A great experience sailing on a vessel of old.The sail boat was over a 100 years old. Every thing about this sailboat was well maintained. The captain and crew did a fine job on our cruise.We had a beautiful day for the cruise as well . The wind didn’t pickup till the end so the engine powered us for half of the cruise. I would recommend this experience to everyone and anyone .

5 Starsperfect daySeptember 07, 2019

Reviewer: M Haigler
Lovely Windjammer Sail in Portland ME. The 6 of us were delighted with our afternoon sail on the Bagheera. The boat was so well restored and the crew personable and skilled. A highlight of our trip.

5 StarsLoved the schoonerOctober 27, 2018

Reviewer: Bruce and Marcia Anderson
What a great way to experience history first hand. The crew was great and extremely informative about the ship and how it operates. Check that off the old bucket list.

5 StarsFun and Interesting ExperienceOctober 05, 2018

Reviewer: Tim Heitman
This experience was one I really enjoyed. We were fortunate that we arrived on a windy day, and the ship, the captain, and our crew seemed to have as good a time as we did. It was what I'd call "sporty" our there, with big waves and a cold, strong wind, pretty much roller coaster like sometimes. But it was fun, nonetheless, to experience what it was like to sail in a vintage sailboat. One word of advice: dress warm--very warm!

5 StarsPortland sailSeptember 23, 2018

Reviewer: Bernadette Schaffer
It was my first sailboat trip it was WONDERFUL great crew and perfect sail. Thank you

View All Customer Reviews