Watermark Tours Charters Cruises

Watermark Tours Charters Cruises Watermark® an Annapolis-based, locally owned and operated business, has been creating authentic experiences since 1972.
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Watermark® has immersed people in the history, culture, and fun of the Chesapeake area more completely than any other tour or charter company for more than 50 years. Whether you want to learn or just enjoy the Chesapeake Bay area, no one else offers so many ways to experience this special place, both by land and by water, in less than an hour or as long as you like. Offering historic walking tours, cruises, and special events for individuals and groups in both Annapolis and Baltimore.

Last week's Guide Enrichment Training session took the Watermark tour guides on a field trip to the William Paca House a...
03/04/2025

Last week's Guide Enrichment Training session took the Watermark tour guides on a field trip to the William Paca House and Garden in Annapolis 🏡 During the visit, they explored the restoration of this stunning five-part Georgian mansion and learned about William Paca, one of the four Maryland signers of the Declaration of Independence 📜

A big thank you to Historic Annapolis for hosting us and providing an exceptional tour!

Yesterday, our team welcomed the Hyattsville Police Department K9 Unit aboard Catherine Marie for training to expose the...
03/01/2025

Yesterday, our team welcomed the Hyattsville Police Department K9 Unit aboard Catherine Marie for training to expose the dogs to maritime situations. It was a great opportunity to collaborate and ensure these K9s are prepared for any challenge, on land or on the water! 🚢🌊🐾

Pictured are Cpl Hodges with K9 Forest and Cpl Quevedo with K9 Hugo.

Ahoy, friends! We need your help! If you’ve enjoyed an experience with Watermark, we’d be honored if you’d cast your vot...
02/26/2025

Ahoy, friends! We need your help! If you’ve enjoyed an experience with Watermark, we’d be honored if you’d cast your vote for us in What’s Up Magazine’s Best of the Best competition. Your support means the world to us 🫶 Voting closes this Friday, February 28, 2025.

🚢 Annapolis: Boat Tours
https://bestofannapolis.whatsupmag.com/retail-and-services/boat-tours

💍 Weddings: Ceremony Venue
https://bestofweddings.whatsupmag.com/categories/ceremony-venue

🍽️ Weddings: Rehearsal Dinner Venue
https://bestofweddings.whatsupmag.com/categories/rehearsal-dinner-venue

☀️ Weddings: Wedding/Reception Venue Outdoor
https://bestofweddings.whatsupmag.com/categories/wedding-reception-venue-outdoor

🌊 Weddings: Wedding/Reception Venue Waterfront
https://bestofweddings.whatsupmag.com/categories/wedding-reception-venue-waterfront

Best of Voting

Thank you to Delegate Dana Jones for hosting the Watermark tour guides for our annual Legislative Welcome! During this s...
02/25/2025

Thank you to Delegate Dana Jones for hosting the Watermark tour guides for our annual Legislative Welcome!

During this session of the Guide Enrichment Program, a member of the General Assembly welcomes our guides, shares information about the current session, and answers questions. After the welcome, the group walks through the Maryland State House to learn of any updates and review logistics.

The Legislative Welcome is a valuable experience that helps our guides stay informed and connected to the work happening within the State House.

Back by popular demand...🥁Cruise to the WineFest at St. Michaels! Climb aboard in Annapolis, and cruise roundtrip to the...
02/22/2025

Back by popular demand...🥁

Cruise to the WineFest at St. Michaels! Climb aboard in Annapolis, and cruise roundtrip to the WineFest at St. Michaels on Maryland’s Eastern Shore. Enjoy wine tasting throughout town as well as the fresh seafood, boutique shopping, and historic sites that this quaint historic village has to offer 🚢🍷 🌊

Get your tickets!
🎟️ https://watermarkjourney.com/events/cruise-to-the-winefest-at-st-michaels/ 🎟️

📸 Sabrina Raymond

Yesterday, Watermark’s sales, operations, and maintenance teams enjoyed a great day of team-building at Topgolf in  ! A ...
02/18/2025

Yesterday, Watermark’s sales, operations, and maintenance teams enjoyed a great day of team-building at Topgolf in ! A huge thank you to the entire Topgolf team for making it such a memorable experience. We had a blast! 🏌️⛳️

We shared a little   of what a Watermark winter looks like on the walking tour side, so here's a glimpse at the water si...
02/15/2025

We shared a little of what a Watermark winter looks like on the walking tour side, so here's a glimpse at the water side 🚢🌊

⚓️ The larger vessels get hauled out of the water and undergo a hull or dry-dock inspection by the U.S. Coast Guard.

🛠️ The smaller boats are hauled out of the water and brought into our shop one by one where they undergo needed repairs. These repairs may include sanding, painting, rewiring, engine work, and upgrades.

It's all hands on deck as Watermark's maintenance team works hard to prep for another great season!

Can you name each of these Marylanders and their accomplishments? 🤔You'll definitely be able to after our African Americ...
02/10/2025

Can you name each of these Marylanders and their accomplishments? 🤔

You'll definitely be able to after our African American Heritage Tour this Saturday!

Join us in commemorating with a two-hour walking tour of Annapolis. Your period-attired guide will trace the journey of notable Marylanders and explore their impact both nationally and internationally.

🕐 This Saturday 2/15 from 1pm to 3pm
📍 Meet us at Market House Park
🎟️ https://watermarkjourney.com/events/african-american-heritage-tour/

This award-winning tour is offered in partnership with the Kunta Kinte-Alex Haley Foundation, Inc., which receives 20% of the proceeds.

What does a Watermark winter look like?  !On the   side, we're in the thick of our Guide Enrichment Program, a robust an...
02/08/2025

What does a Watermark winter look like? !

On the side, we're in the thick of our Guide Enrichment Program, a robust annual training consisting of more than 60 hours of . We cover topics from architecture to music to prominent figures and so much more 🏛️📜🖋️

At the end of the 2.5 months, all of our new and returning guides will graduate and hit the ground running — literally!

💗 VALENTINE'S DAY SPECIAL 💗 Valentine's Day is almost here, and we’ve got the perfect getaway! Whether it's a romantic d...
02/06/2025

💗 VALENTINE'S DAY SPECIAL 💗

Valentine's Day is almost here, and we’ve got the perfect getaway! Whether it's a romantic date or a fun girls' trip, our Day on the Bay to St. Michaels is the ideal escape. Cruise from Annapolis to the historic village of St. Michaels, where you can enjoy:

🦪 Fresh seafood
🛍️ Boutique shopping
🏛️ Historic sites
🎟️ Chesapeake Bay Maritime Museum (Admission included!)

Book now, and enjoy BOGO 50% off on Saturdays with code VALENTINE💕

This special is only available through February 14th, so don't miss out 👇
https://watermarkjourney.com/events/day-on-the-bay-to-st-michaels/

How we feel about today's weather 😎👍📸 Wendy Hickok Photography
02/04/2025

How we feel about today's weather 😎👍

📸 Wendy Hickok Photography

02/03/2025

We are thankful to the Business Sponsors we have so far for 2025! A big thanks to Volvo Cars Annapolis, Boatyard Bar & Grill, Modera Wealth Management, Zuhowski Engineering, Mathes Insurance Advisors, Inc., ProCom, Yacht Brokers of Annapolis, and Watermark Tours Charters Cruises for investing in a healthier Severn River.

If you're a business owner, there is still plenty of time to join. Contact [email protected].

Stop by the Watermark booth at the What's Up? Media Wedding Expo on February 16th! 💍💕
01/29/2025

Stop by the Watermark booth at the What's Up? Media Wedding Expo on February 16th! 💍💕

What's Up Media is hosting their Wedding Expo February 16, 2025 from 1-4pm at the Graduate By Hilton Annapolis

Get everything checked off your Wedding To-Do list at our one-stop shop. From cake tastings to beauty makeovers and fun giveaways, we will have plenty of options for you to plan your perfect wedding. Admission is free. Please register for this event so they know how many guests to expect! https://whatsupmag.ticketspice.com/2025-whats-up-media-wedding-expo

Participating MTC Members include Brampton 1860 and Watermark Tours Charters Cruises

  to an icy day ten years ago 🥶
01/24/2025

to an icy day ten years ago 🥶

01/20/2025

ANNAPOLIS MAIN STREET TAKES 2nd place out of 33 in this article on the most amazing Main Streets in America!! “Annapolis may be Maryland’s state capital, but it’s a classically quaint small town with 18th- and 19th-century homes and businesses lining brick roads.”
Historic preservation at its finest! ⭐️ Read the full article at link below:

https://www.msn.com/en-us/travel/tripideas/we-ve-tracked-down-the-33-most-amazing-main-streets-in-america/ss-AA1wIKvn?fbclid=IwZXh0bgNhZW0CMTEAAR1QQs0ok4mTlIPSfohT1DXPKTAEOiSwQA8weziE-kwmktFUOBdEMDm8EOk_aem_Q-2yEa6U2T_FneOwfyJdgQ =33

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1 Dock Street
Annapolis, MD
21401

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