Darling Charters - Annapolis

09/04/2026

✨Labor Day Weekend Plans? Elevate your long weekend with a private cruise in Annapolis with Darling Charters. ⚓️🍾♥️

Plus : With our 100% weather refund policy you are never left holding an umbrella!!!! ☔️

08/19/2026

Two couples. Two magical proposals. One unforgettable boat. 💙⚓️❤️
We’re honored these couples trusted us to help create such special moments. At Darling Charters, no two proposals are the same — and with our experience and full-time commitment, we’re here to curate yours perfectly.
Our classic sky blue beauty, Darling, couldn’t be a more perfect setting.
Congratulations to both couples. Grateful to be part of your story. ✨

08/12/2026

No filter!
Darling charters - when you deserve the best!♥️⚓️🌅🍾

08/05/2026

What a night in Annapolis!

There are still many more sunsets to enjoy from the cockpit of Darling. You know you deserve it! 🌅⚓️♥️🍾

Book online at:

https://www.darlingcharters.com/charter-types/sunset

or DM to curate a unique experience!

08/02/2026

So many reasons to visit and enjoy Annapolis! And ofcourse getting on the water is an absolute must!

August is calling, and there’s still plenty of summer left to enjoy in Annapolis & Anne Arundel County.

Find out what’s happening this month: https://www.visitannapolis.org/blog/stories/post/august-things-to-do/

07/22/2026

✨ Another unforgettable week on the water! ☀️🛥️

Girls' weekends. 💕
Couples making memories. ❤️
Family adventures. 👨‍👩‍👧‍👦
Surprises that became unforgettable moments. 🎉
Celebrations we'll never forget. 🥂

No matter the occasion, the best memories are made on the water with the people you love.
And guess what... this weekend's forecast is looking absolutely BEAUTIFUL! 🌊☀️
So... what are YOU doing this weekend? 👀
If your answer isn't "cruising with Darling Charters," there's still time to change that! Send us a message and let's make this weekend one to remember.
📍Book your private charter today!

07/17/2026

🌅✨ Darling Photo Tours – Sunset & Full Buck Moon Edition! ✨🌕
Capture the magic of the Chesapeake Bay like never before! Join us for an exciting hands-on photographic tour aboard the classic yacht Darling — the perfect blend of stunning scenery, expert guidance, and unforgettable yachting experience.
Step aboard two hours before sunset as we cruise to iconic Chesapeake locations. You’ll photograph a breathtaking sunset followed by the rising Buck Moon — a rare double feature you don’t want to miss!
📸 Only 6 seats available for this special evening
❤️ Book a single seat or reserve the entire boat for your crew
Enjoy professional photography tips from Jeff Poe, warm Darling hospitality, and the timeless charm of a beautifully restored yacht.
Spots are limited — don’t miss this unique experience!
👉 Book now at www.darlingcharters.com
💬 Or DM us for more info

07/10/2026

Check out what we’ve been up to in our new July blog post. Just dropped! ✨⚓️🐬🪁🌅






http://www.darlingcharters.com/blog/post/summer-update-from-darling-charters

Photo credit : Jeff Poe

06/30/2026

☀️only one seat left ☀️.
Join us this Friday July 3rd for a Sunrise Photographic Tour with local photographer Jeff Poe. The perfect combination of a Darling cruise and a photographic workshop. Whether you are a seasoned photographer or just looking to take better shots with your smart phone, this is a morning you won’t want to miss.

5am - 8:30am
Departing from Annapolis Harbor
Includes coffee and pastries, and the best way to beat the heat!!!
$400 per person

Book online or call us for more details.