Tours/Portland/Afternoon Windjammer Cruise Along the Coast of Portland Maine
Viator · group up to 45 pax

Afternoon Windjammer Cruise Along the Coast of Portland Maine

4.7(250)Portland1 hour
VIATOR4.6(147)TRIPADVISOR4.7(103)

Description

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 (NOTE: This is NOT a narrated tour, but our crew is happy to answer any questions you have about the sites). Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the pristine waters of Casco Bay. All ages are welcome! Whether you are nine years old or 99, sailing aboard one of our Maine historic schooners is a unique adventure. All of our wooden windjammers were built in Maine and three are listed on the National Register of Historic Places.

Tour Options

Afternoon Windjammer Cruise Along the Coast of Portland Maine
  • Duration: 2 hours

Itinerary

Pass by

Enjoy the beauty of the rugged coastline, complete with lighthouses and seals, as we slip through the pristine waters of Casco Bay.

Highlights

Life jackets

What's included

Included
Life jackets
Not included
Food and Drink—But feel free to bring your own!
Group Narration - Our captain and crew are happy to answer questions about the harbor sights!

Traveller Ratings

4.7
250 reviews
5
198
4
33
3
10
2
5
1
4

Important Information

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels

Reviews(250)

H
Hady_E
August 21, 2026
Lovely cruise, great...

Lovely cruise, great staff! It's so peaceful being on the water like that. Just wish seating was a bit more comfortable.

R
RD_J
August 20, 2026
Wonderful experience and...

Wonderful experience and quite educational for a non-sailor (but I have been out twice in my youthfuul days).. The only drawback was sailing in a fairly heavy marine layer for about half the trip. We sat near the captain as we enjoy asking and learning....and he was quite experienced and forthcoming in answering whatever popped into our heads.

M
marlenedM4542ZC
August 20, 2026
Great sail 😊

Great trip with wonderful guides-very experienced and helpful to elderly passengers. We will be back!

J
Jessica_D
August 19, 2026
Wonderful sail on a...

Wonderful sail on a historic ship on the beautiful Casco Bay! The most serene I felt on my trip to Portland and would happily do again if given the chance

M
Mirela_T
August 17, 2026
Great sail

This was very nice ride. The crew was really cool and friendly. The water and wind is so refreshing to ride on. I would recommend.

C
Cheryl_B
August 17, 2026
Windjammer

We loved our afternoon sail aboard the Windjammer! Perfect family activity, weather was perfect for a sail☀️

A
Allison_B
August 16, 2026
Peaceful sailing

If you’re looking for a peaceful sailing experience with a well-trained crew and fun-loving captain, you’re in the right place! This 2-hour sail was one of the highlights of my Maine vacation.

C
Christine_C
August 16, 2026
Beautiful day sailing

What a beautiful day for sailing. The captain and crew were great. They had great stories and educated on the ships and their history. Had a great time. Plan to get there early to find parking as it fills up fast.

R
Renn_V
August 15, 2026
Amazing day sailing

We absolutely love the sailing excursion. I would even go for a longer one if they had it. I would go again

S
sherwood1124
August 15, 2026
Smooth Sailing

Great trip, nice ship, wonderful guides!!!!!

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4.7(250)
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