A classic sailboat with a large white sail on calm water under a partly cloudy sky.

Relaxing Day Sail Aboard the Selina II

Chesapeake Bay

  • Every week on Thursday at 12:30 PM and 3:00 PM from July 03, 2025 to October 30, 2025
  • Fees apply

Register

Book online or via phone, show up to the dock before your departure time.

If you’re searching for a truly special way to experience the Chesapeake Bay’s rich maritime history, step aboard Sail Selina II—a beautifully restored, historic yacht offering relaxing two-hour day sails out of St. Michaels, Maryland. This isn’t your typical tourist boat ride. It’s an intimate, educational cruise with a personal touch, where history comes alive through wind, water, and story.


Built in 1926, Selina II is a living piece of American nautical heritage. As you glide across the bay, your captain shares fascinating insights into the Chesapeake’s past—from traditional skipjacks and oyster harvesting to local legends and the role this region played in shaping maritime trade. You’ll learn about the boat’s unique history and construction, explore nautical navigation tools, and even get a hands-on sailing experience if you'd like.


Whether you're a history buff, nature lover, or simply looking for something unique to do during your visit, Sail Selina II offers an unforgettable blend of education and relaxation. With only six guests per trip, you’ll enjoy a peaceful, crowd-free journey—just the sound of the sails, the splash of the water, and the stories of the bay.

More information

Fees

$95 per passenger; Pay online via booking or over the phone.

Location

101 N Harbor Rd, St. Michaels, MD 21663; To the left of The Harbour Inn in St. Michaels

Latitude and Longitude 38.784519, -76.219379

Schedule

Days:

Every week on Thursday

Dates:

July 03, 2025 to October 30, 2025

Time:

12:30 PM, 3:00 PM

Duration:

2 hours

12:30pm or 3pm cruises

Contact Information

Capt Iris Robertson
410-726-9400
Contact Us

Event Type

  • Boat Cruise
  • Guided Tour
  • Partner Program
Tags: chesapeake gateways places, watersheds, rivers, boating, maritime, scenic views, watching wildlife, education