Portland, Maine: Coastal Windjammer Sailing Cruise

Imagine setting sail aboard a historic, wooden windjammer, gliding across the shimmering waters of Casco Bay off the coast of Portland, Maine. The salty sea breeze caresses your face as the majestic ship cuts through the waves, offering breathtaking vistas of lighthouses, seals, and seabirds. Onboard, you’ll learn about the region’s rich maritime heritage and traditional sailing practices, enjoying an unforgettable adventure. It’s a journey that promises to captivate both the young and the young at heart, leaving you eager to discover more about this coastal gem.

This experience made our list of the 2 Best Sailing Experiences In Portland Maine.

Good To Know

• Set out on a two-hour journey through Casco Bay aboard historic windjammer vessels, offering views of lighthouses, seals, and seabirds.
• Explore Maine’s maritime heritage as you sail on majestic tall ships with wooden hulls and sails, learning about traditional seafaring practices.
• Witness the picturesque coastal scenery of Maine, including towering lighthouses, rocky cliffs, and diverse marine life.
• Gain insight into the historical significance of windjammers, which once served as workhorses for cargo and fishermen in the region.
• Enjoy a family-friendly activity with life jackets provided, allowing all ages to experience the tranquility and natural beauty of Casco Bay.

You can check if your dates are available here:

Cruise Overview

Set out on a two-hour journey through the serene waters of Casco Bay aboard one of Portland’s historic windjammer vessels.

Gliding along the rugged coastline, you’ll witness lighthouses, seals, and seabirds, while learning about the wooden ships’ storied construction and significance.

Perched on the deck, you’ll enjoy a unique vantage point to experience Maine’s natural beauty.

Whether you’re seeking a peaceful escape or a family-friendly adventure, this coastal sailing cruise offers an immersive way to explore Portland’s maritime heritage.

Priced from $62 per person and with free cancellation, it’s a must for any visitor looking to make the most of their time in this charming seaside town.

Sailing Ships

The historic windjammer vessels that carry passengers on the Coastal Windjammer Sailing Cruise in Portland, Maine are the heartbeat of this iconic maritime experience.

The Bagheera, Wendameen, and Timberwind are majestic tall ships, their wooden hulls and billowing sails harking back to a bygone era of seafaring.

As you glide atop the gentle swells of Casco Bay, these magnificent ships provide a unique vantage point to witness the rugged coastal beauty, from picturesque lighthouses to playful seals and soaring seabirds.

The skilled crew shares the vessels’ storied history, immersing you in the timeless traditions of Maine’s maritime heritage.

Coastal Exploration

Atop the gentle swells of Casco Bay, passengers can witness the rugged coastal beauty of Maine’s picturesque shoreline.

From the deck of the historic windjammer, they’ll glide past towering lighthouses, rocky cliffs, and islands teeming with marine life. The experience offers a unique vantage point to explore Portland’s dramatic coastline.

As the sails billow in the wind, passengers can spot seals basking on the shore and seabirds soaring overhead.

This peaceful maritime adventure immerses visitors in the natural splendor of Maine, allowing them to escape the bustle of the mainland and connect with the region’s storied maritime heritage.

Historical Significance

Aboard the historic windjammers that glide through Casco Bay, passengers can’t help but feel a deep connection to Maine’s storied maritime past.

These majestic sailing ships, with their towering masts and billowing sails, are living testaments to a bygone era of seafaring. The Bagheera, Wendameen, and Timberwind were once the workhorses of the coast, carrying cargo and fishermen to and fro.

Today, they offer a unique window into Maine’s nautical heritage, allowing visitors to experience the thrill of traditional sailing firsthand. From learning about the wooden vessels’ construction to imagining the tales they could tell, the windjammer cruise immerses guests in the rich history that courses through these waters.

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Amenities Included

Passengers aboard the Coastal Windjammer Sailing Cruise can expect a range of amenities to enhance their maritime adventure.

The cruise includes:

1. A historic windjammer sailing experience, where guests glide through the waters of Casco Bay on iconic ships like the Bagheera, Wendameen, or Timberwind.
2. Life jackets provided for added safety and peace of mind.
3. A skilled skipper and crew who guide the journey, sharing insights about the wooden vessels’ construction and their historic significance.

Passengers are encouraged to bring their own food, drinks, and picnic supplies to enjoy during the tranquil, 2-hour voyage.

This unique, family-friendly activity offers a chance to soak in Portland’s rugged coastline from a captivating vantage point.

Family-Friendly Activity

The Coastal Windjammer Sailing Cruise in Portland, Maine offers a delightful family-friendly adventure. Families can embark on a captivating journey, gliding through the tranquil waters of Casco Bay aboard historic sailing ships. Children will delight in spotting lighthouses, seals, and seabirds, while learning about the wooden windjammer’s fascinating history and construction. With life jackets provided, parents can relax and enjoy the peaceful surroundings, making unforgettable memories together. Whether packing a picnic lunch or sipping on refreshments, this two-hour excursion promises an engaging and enriching experience for all ages.

Family-Friendly Features
Life Jackets Provided	Families Welcome
Educational Experience	Scenic Coastline
Peaceful Atmosphere	Flexible Dining

Customer Feedback

Customers rave about the delightful sailing experience, with many highlighting the sheer beauty of the boats and the overall enjoyment of their time on the water.

The Coastal Windjammer Sailing Cruise boasts an impressive overall rating of 4.6/5 based on 26 reviews.

Some key highlights from customers include:

1. Exceptional transportation, with a 4.8/5 rating for the smooth sailing experience.
2. Excellent value for money, earning a 4.5/5 rating from customers.
3. Positive reviews praising the family-friendly atmosphere and the opportunity to soak in Portland’s rugged coastline from a unique vantage point.

The combination of the historic windjammers, the tranquil waters, and the knowledgeable crew creates an unforgettable sailing adventure that leaves customers eager to return.

Booking Information

To book the Coastal Windjammer Sailing Cruise, visitors can easily reserve their spot on the company’s website.

The process is straightforward, allowing guests to select their preferred sailing date and time. Payment can be made securely online, with prices starting from $62 per person.

Those seeking flexibility can take advantage of the free cancellation policy, which enables them to cancel up to 24 hours in advance for a full refund.

With limited availability and a high likelihood of selling out, it’s recommended to secure reservations well in advance to ensure a spot on this unique maritime adventure along Maine’s rugged coastline.

Frequently Asked Questions

Can I Bring My Own Food and Drinks on the Cruise?

Yes, you can bring your own picnic lunch or dinner, soft drinks, wine, or beer aboard the Coastal Windjammer Sailing Cruise. The crew encourages you to enjoy the tranquil waters with your own refreshments.

Do I Need to Bring Any Special Gear or Clothing?

No special gear’s needed – just dress comfortably for the weather. The crew provides life jackets, so you can focus on taking in the sights and sounds of the scenic coastal sailing adventure.

Is There an Opportunity to Sail the Windjammer Myself?

While passengers can’t sail the windjammer themselves, they’ll get the chance to enjoy the experience. The crew provides hands-on opportunities to learn about the historic ships and their operation during the peaceful 2-hour cruise.

How Stable Are the Windjammer Ships in the Water?

The windjammer ships are remarkably stable, gliding effortlessly over the waves. Their sturdy wooden construction and carefully-balanced sails provide a smooth, tranquil sailing experience, allowing adventurers to fully enjoy the rhythm of the open sea.

Are There Any Age Restrictions or Requirements for the Cruise?

There are no age restrictions for the windjammer cruise, making it a family-friendly adventure. Children can explore the historic ships and enjoy the scenic coastal views alongside their parents or grandparents.

The Sum Up

Setting sail on a Coastal Windjammer Cruise through Casco Bay is a captivating adventure that immerses you in Maine’s rich maritime heritage. Marvel at historic wooden vessels gliding across the waves, admire the rugged coastline dotted with lighthouses, and spot playful seals and seabirds. This two-hour escapade is a must-do for those seeking an unforgettable glimpse into the natural splendor and seafaring traditions of Portland, Maine.

You can check if your dates are available here: