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Sailing the Gloucester Schooner Festival Coast from Salem - Boston

Sailing the Gloucester Schooner Festival Coast from Salem

Salemmoderate

Difficulty

moderate

Duration

5–6 hours

Fitness Level

Moderate physical condition recommended to handle being on a moving boat for several hours and occasional boarding steps.

Overview

Set sail from Salem for a 5.5-hour journey alongside historic schooners during the Gloucester Schooner Festival. Experience authentic maritime heritage and stunning coastal views on this iconic New England adventure.

Salem, Massachusetts

Gloucester Schooner Festival Fly-By

Sail with dozens of schooners in the most photogenic event of the season!

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Adventure Photos

Gloucester Schooner Festival Fly-By photo 1

About This Adventure

Experience the Gloucester Schooner Festival aboard a scenic 5.5-hour sail from Salem to Gloucester. Witness the majestic Parade of Sail featuring historic schooners and stunning coastal views, including Baker's Island and lighthouses. Enjoy a unique blend of maritime history and breathtaking scenery on this unforgettable summer adventure!

Rates

  • All Ages $145. This longer sail is not appropriate for small children.

Duration

5.5 hours


About

  • The Gloucester Schooner Festival celebrates the contribution of the fishing schooner to the history of New England.
  • Square riggers such as PICTON CASTLE, GAZELA and FRIENDSHIP have been known to participate in the events, as well as up to two dozen schooners of all shapes and sizes, and small craft of every description.
  • On Sunday of Labor Day weekend, the schooners form up for a Parade of Sail and then head out to race.
  • We will not compete in the races (which can take all afternoon) but rather depart from Salem and travel to Gloucester to join in the Parade and then sail out with the fleet before returning to Salem in the afternoon.

On our way toward Gloucester, we'll be cruising along the "Gold Coast" of Massachusetts and expect to see such highlights as:

  • Baker's Island
  • The Misery Islands
  • Baker's Island Lighthouse
  • Eastern Point Lighthouse

The cost of your ticket includes not only five-plus hours of sailing on the water but unforgettable views of the most picturesque sailing event of the summer!


What to Bring

  • Lunch is NOT included. Beer, wine, soft drinks, water and assorted snacks are for sale on board at reasonable prices.
  • Guests are encouraged to bring their own food and drink, but no alcohol can be brought on board due to state regulations.
  • Dress for the weather. It will be cooler on the water.
  • Hats, sunglasses, binoculars, and a camera are all good ideas!

Adventure Tips

Arrive Early for Boarding

Give yourself ample time to check in and find a good spot on deck for optimal views of the schooners.

Dress in Layers

Coastal weather can shift quickly—wear windproof layers and bring a hat to stay comfortable on deck.

Bring Seasickness Remedies

If you’re prone to motion sickness, take preventative medication before boarding to ensure an enjoyable trip.

Use Sunscreen and Sunglasses

The sun reflecting off the water intensifies UV exposure; protect your skin and eyes throughout the sail.

Local Insights

Wildlife

  • Harbor seals resting on rocky ledges
  • Ospreys diving for fish along the coast

History

Gloucester’s fishing industry dates back to the early 1600s, making it America’s oldest seaport and a cornerstone of maritime culture.

Conservation

The festival promotes sustainable boating and marine life awareness to help protect Massachusetts’ coastal waters and habitats.

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Frequently Asked Questions

Recommended Gear

Windbreaker Jacket

Essential

Protects against coastal breezes and sudden temperature drops on the water.

summer specific

Binoculars

Enhances views of distant schooners, lighthouses, and wildlife along the route.

Water Bottle

Essential

Staying hydrated during the 5.5-hour sail is crucial, especially under sun exposure.

Wide-Brim Hat

Essential

Shields your face and neck from prolonged sun exposure while on deck.

summer specific