Schooner Wendameen
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Portland Schooner Co Portland Maine

4.7
·517 reviews·Portland, United States

Sail Casco Bay on historic schooners, enjoying breathtaking views and a BYOB picnic. A quintessential Maine maritime experience.

Highlights

Highlights

Must-see attractions

Social content

Social

From TikTok & Reddit

Best Time

Sunset sails

Golden hour views

CrowdHigh
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Schooner Wendameen

Portland Schooner Co Portland Maine

Best Time

Sunset sails

Golden hour views

CrowdHigh
Highlights

Highlights

Must-see attractions

Sail Casco Bay on historic schooners, enjoying breathtaking views and a BYOB picnic. A quintessential Maine maritime experience.

4.7
(517 reviews)

"This is a must do for your next trip to Portland!"

Vertical photo
TIP

🎯 Book Sunset Sails Early

Sunset tours are incredibly popular and sell out fast! Book well in advance to guarantee your spot.

🧥 Pack Layers & Blankets

Even on warm days, it gets breezy on the water. Bring a jacket and blankets for extra comfort, especially in fall.

Third hero image

Highlights

Discover the most iconic attractions and experiences

Sunset Sail Adventure

Sunset Sail Adventure

Casco Bay

Witness breathtaking sunsets over Casco Bay aboard a historic schooner. Pure magic!

Historic Schooner Experience

Historic Schooner Experience

Bagheera (1924 Schooner)

Sail on a beautifully maintained, century-old schooner, feeling the history with every wave.

Casco Bay Island & Lighthouse Tour

Casco Bay Island & Lighthouse Tour

Casco Bay Islands

Explore the scenic coastline, spot lighthouses, and observe marine life like seals in their natural habitat.

Cozy Fall Foliage Sails

Cozy Fall Foliage Sails

Casco Bay

Experience Maine's crisp autumn air and vibrant fall colors from the unique perspective of the water.

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Planning Your Visit

Book in Advance, Especially for Peak Times

Popular sails, especially sunset and weekend tours, fill up quickly. Booking online in advance is highly recommended to secure your spot and avoid disappointment. Consider weekdays for potentially fewer crowds.

Embrace the BYOB & Cozy Vibes

Portland Schooner Co. encourages you to bring your own food and drinks, making it a perfect picnic on the water! Pack layers, as it can get breezy, and blankets for extra coziness, especially during fall sails.

Best Times

When
Sunset sails
Why
Golden hour views
Crowd
High
When
Weekday afternoons
Why
Fewer crowds, more relaxed
Crowd
Low
When
Fall afternoons
Why
Cozy autumn vibes
Crowd
Medium

Insider Tips

from TikTok, Instagram & Reddit

The coziest fall activity🍂 Join us for our fall coffee sail with @Bard Coffee☕️ or one of our regular, daily sails! Tickets are available for purchase through the link in our bio #maine #autumn #fall #coffee #thingstodo
@portlandschoonerco
28.2K likes • 150.1K views

🎯 Book Sunset Sails Early

Sunset tours are incredibly popular and sell out fast! Book well in advance to guarantee your spot. TikTokReddit

🧥 Pack Layers & Blankets

Even on warm days, it gets breezy on the water. Bring a jacket and blankets for extra comfort, especially in fall. TikTokReddit

This is the best way to explore casco bay in Portland, Maine 👆🚤🦞 We had such a amazing time this past weekend on #portlandschoonerco ‘s Ruth for a sunset tour of the islands and lighthouses. Thank you for having us! ☀️🥂🦪 #Mainetok #mainesummer #portlandmaine #lighthouse #summer2024 #NewEnglandTikTok
@jilldvln
18.6K likes • 152.4K views
You and your favorite person, a bottle of wine, a delicious pizza, and the backdrop of Casco Bay on a historic schooner. Sounds dreamy, right? That’s exactly what you get with Portland Schooner Co. (@portlandschoonerco) in Portland, Maine! Their BYO policy means you can bring your favorite bottle of wine (or whatever you prefer) and pair it with your favorite food for the perfect date night. We o...
outofofficeenthusiasts
197 likes • 7K views

🥂 BYOB for a Perfect Picnic

Bring your favorite drinks and snacks! It's a fantastic way to personalize your experience and enjoy a picnic at sea. InstagramReddit

👟 Comfortable Shoes Recommended

Wear comfortable, non-slip shoes. You might be asked to help raise the sails, which is a fun part of the experience! Reddit

📍 Portland Schooner Co, Portland, Maine
northernpointphotography
0 likes • 517 views

Tips

from all over the internet

🎯 Book Sunset Sails Early

Sunset tours are incredibly popular and sell out fast! Book well in advance to guarantee your spot. TikTokReddit

🧥 Pack Layers & Blankets

Even on warm days, it gets breezy on the water. Bring a jacket and blankets for extra comfort, especially in fall. TikTokReddit

🥂 BYOB for a Perfect Picnic

Bring your favorite drinks and snacks! It's a fantastic way to personalize your experience and enjoy a picnic at sea. InstagramReddit

👟 Comfortable Shoes Recommended

Wear comfortable, non-slip shoes. You might be asked to help raise the sails, which is a fun part of the experience! Reddit

📸 Capture the Magic

Don't forget your camera! The views of Portland and Casco Bay are stunning, especially during sunset. TikTokInstagram

What Travellers Say

4.7
(517 reviews)

Reviews Summary

Visitors consistently praise Portland Schooner Co. for its beautiful historic vessels, stunning Casco Bay views, and friendly, knowledgeable crews. The BYOB policy and opportunity to participate in sailing are frequently highlighted as major positives, making for a relaxed and engaging experience. While generally highly rated, some note that sunset sails can be crowded and booking in advance is essential.

"We booked a private afternoon charter for 24 people on Bagheera, one of the historic sailboats. The weather was ideal and the sailing experience was marvelous! Our group thoroughly enjoyed it. Even the few who were worried about seasickness did just fine (with an anti-nausea med) as the sail was very smooth. The crew was friendly and kind.

What a gorgeous way to get out on the water and experience Portland’s coastline!"

Erin Godbey

"Great company! On a trip to visit my wife's grandfather last fall, we went to explore the Portland Marina area. while checking out a few shops & restaurants, we ran across the Portland Schooner Company. This was my first visit and I thought it would be cool to take her grandpa out for a sail for his birthday.

We had a fantastic time! Fairly priced and the ship was beautiful and well maintained, the crew were all very friendly, knowledgeable and informative. Our captain was awesome and narrated throughout the trip, telling us a lot about the landmarks and historical facts about the entire area. the group participation with raising the sails and a little random trivia and history of our ship was pretty cool too.

We did the 2 hour sail on Casco Bay, The shoreline was beautiful with the rocky coast, lighthouses, abundance of lobster traps, etc. We also got to see a lot of sea life, fish, sea birds and my favorites were the many seals swimming around, I'm 59 years old and have never seen a seal outside of a zoo or seaworld type place. it was so cool to see them in their natural habitat!

This was an incredible add to our memories and I would highly recommend sailing with Portland Schooner Company!"

Rob VanSuilichem

"This was such a great way to spend the afternoon!! You can bring whatever drinks and food you want on board and that was such a nice plus. We brought cups and wine and it was awesome. The captains really get you involved in setting the sails (if you want) and that was a really cool experience. Other than that they just let you vibe, no speaker telling you what you’re looking at. However, they are happy to answer questions and walked around to check in with everyone. Whole crew was so nice and welcoming. Best of all, there is a bathroom on board!! I loved the BYOB element and everyone on board was super nice. We had a blast!"

Enya Smilovic

What People Like

Historic schooner experience
Beautiful Casco Bay views
Friendly and engaging crew

What People Dislike

Sunset sails can be crowded
Need to book in advance

Frequently Asked Questions

🚇 🗺️ Getting There

Portland Schooner Co. is conveniently located on the Maine State Pier in downtown Portland. It's easily accessible by walking, ride-sharing services, or local taxis. Many visitors find it a pleasant walk from nearby hotels and attractions. TikTok

While there isn't dedicated parking for the schooner, there are several public parking garages and street parking options in the downtown Portland area. It's advisable to factor in time to find parking, especially during peak season. TikTok

Yes, Portland's public transportation system may have routes that stop near the waterfront. Check with the Greater Portland Transit District (METRO) for the most up-to-date route information and schedules. TikTok

The Maine State Pier is a central landmark on Portland's waterfront. If you're coming from the Old Port, it's a short and scenic walk. GPS navigation to 'Maine State Pier, Portland, Maine' will guide you directly. TikTok

The pier itself is generally accessible, but the boarding process onto the schooner may involve steps. It's recommended to contact Portland Schooner Co. directly if you have specific mobility concerns to discuss boarding arrangements. TikTok

🎫 🎫 Tickets & Entry

Ticket prices vary by sail type and duration. Morning sails are typically around $59, afternoon sails are about $67, and sunset sails are approximately $75. Private charters have different pricing structures. TikTok

It's highly recommended to book tickets in advance, especially for popular sunset sails and weekend trips, as they tend to sell out. Booking online through their website is the easiest way. TikTokReddit

Policies can vary, but typically sails operate rain or shine. Cancellations due to weather are at the captain's discretion. It's best to check their website or contact them directly for the most current cancellation and refund information. TikTok

While not always strictly required, having a digital or printed copy of your tickets is a good idea for smooth boarding. You'll likely receive confirmation via email after booking. TikTok

Portland Schooner Co. offers private charters which can be cost-effective for larger groups. They also cater to special events like weddings and engagement photoshoots. Inquire directly for group rates and event packages. TikTok

🎫 🧭 Onsite Experience

Sails typically range from 1.5 to 2 hours, depending on the specific tour. Sunset tours are often around 1.5 hours, while other sails might be longer. Reddit

Yes! Many guests enjoy participating in raising the sails or other tasks, guided by the crew. It's a fun way to feel more involved in the experience. TikTokReddit

You have a good chance of spotting seals swimming in Casco Bay, as well as various seabirds. Keep an eye out for lobster traps along the coast too! Reddit

Yes, there is a bathroom available on board the schooners, which is a convenient amenity for longer sails. Reddit

Dress in layers, as the temperature can change on the water. Comfortable, non-slip shoes are recommended. A hat and sunglasses are also good ideas. TikTokReddit

🍽️ 🍽️ Food & Dining

Absolutely! Portland Schooner Co. has a BYOB (Bring Your Own Beverage) and BYOF (Bring Your Own Food) policy, making it perfect for a picnic on the water. TikTokInstagramReddit

While they don't sell food or drinks onboard, they often partner with local businesses for special sails. For example, they've had fall sails featuring cider and donuts from local bakeries. TikTok

Many visitors bring wine, beer, or non-alcoholic beverages, along with snacks, sandwiches, or even a full picnic. Consider local Portland treats like oysters or pizza to enhance your experience. InstagramReddit

Yes, the Old Port area surrounding the Maine State Pier is filled with restaurants, cafes, and markets where you can purchase food and drinks before your sail. TikTok

For private charters and events, you can arrange catering. It's best to discuss your specific needs and options with Portland Schooner Co. when booking your charter. TikTok

📸 📸 Photography

Sunset sails offer the most dramatic lighting for photography, with golden hues and silhouettes. Morning sails can also be beautiful with soft, diffused light. TikTokReddit

Generally, personal photography is welcome. If you plan to use professional equipment for a photoshoot or commercial purposes, it's advisable to inquire with Portland Schooner Co. beforehand. TikTok

The historic schooner itself, the Portland skyline from the water, Casco Bay's islands, lighthouses, and any marine life you encounter are all excellent photo opportunities. TikTokInstagram

Drone usage is typically restricted in many public areas and over water for safety and privacy reasons. It's essential to check local regulations and obtain any necessary permissions before flying a drone. TikTok

Yes, Portland Schooner Co. actively promotes their boats for engagement photoshoots and even small wedding ceremonies, offering a unique and picturesque backdrop. TikTok

For Different Travelers

Tailored advice for your travel style

👨‍👩‍👧 Families with Kids

A sail with Portland Schooner Co. can be a fantastic family adventure! Kids often love the excitement of being on a big boat, helping with the sails, and spotting marine life like seals. TikTokReddit The BYOB policy means you can bring kid-friendly snacks and drinks, making the trip more enjoyable for everyone. Opting for a daytime sail might be best to ensure younger children are comfortable and engaged. Remember to pack layers for everyone, as the sea breeze can be cool. TikTok

Consider a shorter sail if you have very young children, though many families report their kids have a wonderful time on the standard tours. The crew is generally very welcoming and accommodating to families. It's a unique way to see Portland from a different perspective and create lasting memories. TikTok

💍 Couples & Romantic Getaways

For a romantic escape, a sunset sail with Portland Schooner Co. is hard to beat. Imagine sipping your favorite wine, enjoying a picnic, and watching the sun dip below the horizon over Casco Bay – it's incredibly picturesque. InstagramReddit The intimate setting on a historic schooner provides a unique and memorable experience for couples. You can even arrange for engagement photoshoots or small wedding ceremonies aboard the boats, making it a truly special occasion. TikTok

Even a daytime sail offers a peaceful and scenic retreat. The BYOB policy allows you to curate your perfect romantic picnic. The gentle motion of the boat and the stunning coastal views create a relaxed and intimate atmosphere, perfect for connecting and enjoying each other's company away from the crowds. Instagram

📸 Photographers & Content Creators

Portland Schooner Co. offers a dream backdrop for photographers and content creators. The historic schooners themselves are visually stunning, and the ever-changing light over Casco Bay provides endless photographic opportunities. Instagram+1 Sunset sails are particularly sought after for their dramatic lighting, but any sail offers unique perspectives of Portland's skyline, islands, and lighthouses. TikTokReddit

Beyond personal photography, the company actively hosts engagement photoshoots and even wedding photography sessions on their boats. TikTok If you're looking to capture unique coastal Maine content, consider booking a private charter to have more control over your shooting environment and time. Always inquire about professional photography policies if you plan on extensive commercial use. TikTok

Deep Dives

In-depth insights and expert knowledge

Sailing on Historic Schooners

Portland Schooner Co. operates with a fleet of classic, wooden schooners, including the historic 'Bagheera,' built in 1924. TikTokInstagram These vessels offer a tangible connection to maritime history, providing an authentic sailing experience that's a world away from modern ferries. The crew often shares stories about the ships' past, adding a rich narrative to the journey. Many visitors are impressed by the well-maintained condition of these vintage boats, noting their beauty and stability on the water. Reddit

Sailing on these schooners is more than just a boat ride; it's an immersive experience. Guests have the opportunity to participate in raising the sails, feeling the power of the wind firsthand. This hands-on element is frequently highlighted as a favorite part of the trip, making the adventure more engaging and memorable. The gentle rocking of the boat and the fresh sea breeze create a serene atmosphere, perfect for relaxation and taking in the coastal scenery. Reddit

The experience is designed to be accessible and enjoyable for all. Even those concerned about seasickness often find the sails to be smooth and comfortable, especially on Casco Bay. The crew's friendly and knowledgeable demeanor ensures everyone feels welcome and informed. Whether you're a seasoned sailor or a first-timer, a trip on one of these historic schooners offers a unique perspective on Portland and its stunning waterfront. Reddit

The Magic of Casco Bay

Casco Bay is a picturesque expanse of water just off the coast of Portland, Maine, dotted with numerous islands and rich with maritime history. Sailing through it offers a unique vantage point to appreciate the rugged beauty of the Maine coastline, from rocky shores to charming lighthouses. TikTokReddit The bay is a vibrant ecosystem, and sightings of seals, various seabirds, and abundant lobster traps are common, adding an element of wildlife discovery to the journey. Reddit

Portland Schooner Co. offers various tours that highlight the best of Casco Bay. Sunset sails are particularly popular, providing a spectacular backdrop as the sun dips below the horizon, painting the sky with vibrant colors. TikTokReddit Beyond the natural beauty, the bay is also steeped in history, with stories of maritime trade, fishing, and naval activity that the schooner captains are often happy to share. Instagram This blend of natural splendor and historical context makes exploring Casco Bay by sail a truly enriching experience.

Whether you opt for a morning sail to start your day peacefully or an afternoon excursion, the waters of Casco Bay offer a refreshing escape. The calm nature of the bay, especially during certain times, makes it ideal for a relaxing cruise. It's a chance to disconnect from the hustle and bustle and reconnect with nature and the simple joy of being on the water. TikTokInstagram

Seasonal Sailing Experiences

Portland Schooner Co. offers a sailing experience that beautifully adapts to the changing seasons. During the summer months, the sails are all about embracing the quintessential New England summer – sunshine, ocean breezes, and vibrant coastal life. It's the perfect time for a classic daytime or sunset sail, enjoying the peak of the tourist season. TikTokInstagram+1

As autumn arrives, the focus shifts to a cozier, more intimate experience. Fall sails are characterized by crisp air, the stunning colors of foliage along the coast, and the opportunity to enjoy warm drinks like cider. TikTok+2 This season is ideal for those seeking a more tranquil and atmospheric outing, perhaps with a warm blanket and a good book. The cooler weather adds a unique charm to the sailing adventure.

While their main season typically runs from May to October, the transition between seasons offers distinct advantages. Summer is for lively exploration, while fall provides a more serene and picturesque experience. Regardless of when you visit, the opportunity to sail on Casco Bay aboard a historic schooner remains a memorable highlight of any trip to Portland. TikTok