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Old Saybrook Walking Food Tour by CT Shore Walking Food Tours - New Haven, CT

Old Saybrook Walking Food Tour by CT Shore Walking Food Tours

Old Saybrookeasy

Difficulty

easy

Duration

2–3 hours

Fitness Level

Suitable for most fitness levels with basic walking ability; no specialized conditioning needed.

Overview

Take a 3-hour stroll through Old Saybrook’s Magic Mile, combining local bites with fascinating historical stories. CT Shore Walking Food Tours delivers a unique small-group taste of Connecticut’s coastal charm.

Adventure Tips

Wear comfortable walking shoes

The route covers about 1.5 miles on mostly paved surfaces, so sturdy, supportive footwear is recommended.

Arrive hungry but ready to pace

Light to moderate appetite works best since portions are small plates paired with leisurely walking.

Hydrate along the way

Water is provided at each stop, but bring a refillable bottle especially for warmer months.

Consider weather-appropriate clothing

Tours run year-round; dress in layers for spring and fall or sun protection in summer.

Local Insights

Wildlife

  • Seasonal songbirds common in downtown trees
  • Occasional harbor seals visible along the nearby shoreline

History

Old Saybrook was one of the first English settlements in Connecticut, dating back to the early 1600s, with notable events such as General Lafayette’s stay during the Revolutionary War.

Conservation

Local businesses emphasize sustainability by sourcing seasonal ingredients and reducing waste, reflecting Old Saybrook’s commitment to preserving its coastal environment.

Frequently Asked Questions

Recommended Gear

Comfortable walking shoes

Essential

Supports your feet throughout 1.5 miles on paved Main Street.

Water bottle

Essential

Helps stay hydrated during warmer months despite water being available at stops.

summer specific

Light jacket or layers

Essential

Protects against variable weather and cooler temperatures on the route.

spring|fall|winter specific

Sun protection

Something like a hat or sunscreen shields against sun exposure on open stretches.

summer specific

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