Sailing Adventures with Schooner Olad & Cutter Owl in Maine - Portland

Sailing Adventures with Schooner Olad & Cutter Owl in Maine

Portlandeasy

Difficulty

easy

Duration

2–3 hours

Fitness Level

Suitable for most fitness levels; limited mobility should be discussed with staff.

Overview

Discover the unique thrill of sailing aboard historic schooners in Bethel, Maine. Schooner Olad & Cutter Owl offer personalized, hands-on maritime adventures perfect for all ages and occasions.

Details

Located in Bethel, Maine, Schooner Olad & Cutter Owl offer exceptional private sailing experiences on classic vessels that capture the spirit of New England’s maritime heritage. This unique adventure invites guests to explore the rugged coastal waters aboard two beautifully restored schooners, combining relaxation, education, and hands-on sailing along the picturesque Maine coastline. Whether you’re planning a memorable elopement, a group trip, or just a peaceful cruise, these vessels provide a truly distinctive way to experience the seascape and history of the region.

What sets this adventure apart is its intimate scale and personal service. Each trip is carefully curated by the experienced crew who not only navigate the waters skillfully but engage guests in the rich lore of Maine’s coastal communities, including stops at iconic lighthouses and opportunities to learn traditional sailing techniques such as setting sails. The Schooner Olad, with its classic lines and historical character, is a standout centerpiece that elevates the experience beyond typical boat tours. Guests have praised the warm and knowledgeable crew, delicious catering, and the sense of camaraderie felt aboard these vessels.

Maine’s coastline around Bethel is renowned for its dramatic granite cliffs, dense spruce forests, and abundant marine life, offering an ever-changing backdrop of seagulls, seals, and sometimes porpoises. The local waters hold centuries of fishing and sailing history, reflected in the care taken to preserve these schooners. This adventure blends natural beauty, cultural heritage, and hands-on outdoor activity, making it an outstanding destination for both locals and visitors in the Northeastern United States.

Visitors can look forward to a varied experience depending on the season—everything from vibrant fall foliage seen from the water to serene summer sunsets. All trips prioritize safety, comfort, and sustainability, ensuring the preservation of Maine’s marine environment for future generations. Whether you’re a sailing enthusiast or a first-time guest, Schooner Olad & Cutter Owl provide an engaging, authentic maritime adventure that’s hard to match anywhere else on the coast.

Trail Tips

Dress in layers for comfort

Coastal weather can change quickly; bring warm layers even on sunny days.

Bring your own beverages

You are welcome to bring drinks aboard; coolers are available on request.

Wear non-slip footwear

Stable shoes will help maintain safety on the wet and moving deck.

Arrive early for check-in

Early arrival allows time to get acquainted with the boat and crew safety briefing.

Local Insights

Hidden Gems

  • Visit nearby Popham Beach for sandy shores after sailing
  • Explore local historic lighthouses accessible by water trips

Wildlife

  • Harbor seals
  • Bald eagles

History

These schooners reflect Maine’s rich maritime history dating back to the 19th century when sail powered coastal trade.

Conservation

The company practices sustainable tourism by minimizing waste and educating guests on preserving Maine’s marine ecosystems.

Photography Tips

Best Times

Golden hour
early morning
sunset

Best Viewpoints

  • From the bow of Schooner Olad
  • near local lighthouses
  • while sailing past coastal cliffs

What to Photograph

Historic schooners
coastal wildlife
lighthouse architecture

Recommended Gear

Layered clothing

Essential

Flexible layers help manage changing temperatures on coastal waters.

Non-slip shoes

Essential

Keep steady on the deck and avoid slips with proper footwear.

Sun protection

Essential

Sunscreen, hat, and sunglasses protect you from strong sun exposure on the open water.

summer specific

Light waterproof jacket

A waterproof layer can help stay comfortable if spring showers occur.

spring specific

Frequently Asked Questions

Reviews