Embark on Your Unforgettable Journey

Watermark immerses you in the history, culture, and fun of the Chesapeake Bay area more completely than any other tour or charter company.

Cruises and Tours in Annapolis & Baltimore

Unforgettable journeys start with Watermark, and we’ve been doing it for more than 50 years.

Experience the best of Annapolis and Baltimore with cruises, walking tours, private yacht charters, and field trips.

This Week's Cruises & Tours

Embark on Your Own Watermark Journey

Why Watermark?

Watermark creates unforgettable journeys for tens of thousands of guests in Annapolis and Baltimore every year.

Follow Watermark on Instagram

Summer sunsets from the Water Taxi 🌅✨ ...

See you at sunset 🌅✨

Book sunset cruise tickets in Annapolis & Baltimore 👉 WatermarkJourney.com

Who else is cheering on @annapolisbluesfc tonight? 🥳 🦀💙⚽️ ...

Weekend mood 🤣 Yesterday’s DJ Pizza Party was a hit and the perfect end-of-school-year celebration 🍕🎶 ...

Watermark Staff over the last 50 Years

Watermark Team Since 1972

A family-owned business since 1972. Learn more about the growth and progression of Watermark.

Our Watermark Team Today

Interested in joining the Watermark family? Get to know our team here and view our open positions.

Guest Journeys

Creating unforgettable journeys for over 50 years.