Adventure Collective
Sailing the Seas with The Gloucester Adventure's Anniversary Sail - Boston, MA

Sailing the Seas with The Gloucester Adventure's Anniversary Sail

Gloucestereasy

Difficulty

easy

Duration

2.5 hours

Fitness Level

Suitable for all fitness levels; minimal physical exertion required aboard the vessel.

Overview

Set sail on a historic schooner with The Gloucester Adventure’s 99th Anniversary Sail. Enjoy lobster rolls and drinks as you glide through iconic Massachusetts waters on this special 2.5-hour evening voyage.

Adventure Tips

Bring a Camera

The evening light and historic vessel provide excellent photo opportunities—don’t miss capturing the wooden schooner against the coastal skyline.

Dress in Layers

Coastal weather can shift quickly; bring a windbreaker or warm layer to stay comfortable during the sail.

Arrive Early

Plan to arrive at least 15 minutes before the scheduled departure to check in and settle aboard comfortably.

Mind the Railings

The historic schooner has wooden railings and rigging—stay aware and avoid leaning too far over the edge for safety.

Local Insights

Wildlife

  • Harbor seals often spotted near islands
  • Great blue herons along the harbor edges

History

The schooner was launched in 1926 from Essex, a town famed for shipbuilding, reflecting Gloucester’s deep maritime roots.

Conservation

The Gloucester Adventure emphasizes vessel preservation and sustainable tourism practices, helping protect the coastal environment and historic ship.

Frequently Asked Questions

Recommended Gear

Windbreaker or Light Jacket

Essential

Protects from brisk spring sea breezes during the evening sail.

spring specific

Sun Hat

Shields your face from potential late afternoon sun while aboard.

summer specific

Camera or Smartphone

Essential

Captures memorable views of the historic schooner and Gloucester’s coastline.

Non-slip Footwear

Essential

Ensures stable footing on the wooden deck and rigging areas.

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