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Historic Sailing Adventure on Oyster Bay: Rough Riders Reunion Aboard the CHRISTEEN - Oyster Bay

Historic Sailing Adventure on Oyster Bay: Rough Riders Reunion Aboard the CHRISTEEN

Oyster Bayeasy

Difficulty

easy

Duration

2–3 hours

Fitness Level

Suitable for all fitness levels; no physical exertion required beyond boarding the vessel.

Overview

Step aboard the historic CHRISTEEN for the Rough Riders Reunion cruise on Oyster Bay, where maritime tradition meets vivid Theodore Roosevelt reenactments. Discover a summer adventure that sails through local history and stunning coastal scenery.

Oyster Bay, New York

CHRISTEEN Theme Cruise: Rough Riders Reunion

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About This Adventure

Embark on a memorable journey with the Rough Riders Reunion aboard the historic sloop CHRISTEEN! Experience the charm of Oyster Bay while Theodore Roosevelt reenactors bring history to life during a special ceremony. Set sail into the past and celebrate a unique summer adventure on these cherished waters!

Join the Rough Riders Reunion with a Sail Aboard CHRISTEEN!

Join The WaterFront Center, Friends of Sagamore Hill, and the Town of Oyster Bay for a cruise aboard the historic Oyster Sloop CHRISTEEN to start off your summer! Experience history in scenic Oyster Bay with Theodore Roosevelt reenactors, who will bring TR to life in a special ceremony! Sail the waters once navigated and cherished by Roosevelt himself. Don't miss this historic celebration. Let's set sail into history together!

$75 per person

  • No children under three years old; all children must be accompanied by an adult over the age of 18. No animals are allowed aboard. Eight spots per customer.

Adventure Tips

Arrive Early for Boarding

To secure a good spot on the CHRISTEEN, arrive at least 30 minutes before departure time.

Bring a Light Jacket

Breezes on the water can be cool even on warm days; a light jacket will keep you comfortable.

Use Sun Protection

Wear sunscreen and a hat, as much of the cruise is exposed to direct sunlight.

Motion Sickness Precautions

If you're prone to seasickness, consider taking medication before boarding for a more enjoyable trip.

Local Insights

Wildlife

  • Osprey
  • Seals

History

Oyster Bay was a strategic naval site during Theodore Roosevelt’s presidency and remains central to Long Island’s maritime heritage.

Conservation

The CHRISTEEN’s operators promote sustainable boating practices to minimize environmental impact on Oyster Bay’s delicate marine ecosystem.

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Adventure Hotspots in Oyster Bay

Frequently Asked Questions

Recommended Gear

Water Bottle

Essential

Stay hydrated while out on the water during sunny summer days.

summer specific

Light Jacket or Windbreaker

Essential

spring specific

Camera or Smartphone

Essential

Capture stunning views of Oyster Bay and the reenactment ceremony.

Sunscreen

Essential

Protect your skin from prolonged sun exposure on the open water.

summer specific