Visit Annapolis & Anne Arundel Co.

First music festival of the summer? Yes please! 🎸🌊 Grab the group chat and kick off the season at Let’s Go! Music Festival with high-energy sets, local flavor, and summer’s first rhythms. Save this post, send it to the group chat, and start planning your festival weekend. ✨ @letsgomusicfest

Summer looks good on us. Share this with a friend! ☀️🍦🚤🐚🦀🍹    The season is almost here, and we are packed with waterfront fun, festival days, live music, and can’t-miss traditions all summer long.    🎨 Annapolis & Anne Arundel County Arts Month: June 2026  🎸 Let’s Go! Music Festival: June 5–6, 2026  🎭 Arts Annapolis: June 13, 2026  ✊🏿 Annapolis Juneteenth Parade & Festival: June 18–20, 2026  🖌️ Paint Annapolis Plein Air Festival: May 31–June 7, 2026 P.S. The art created during the week of Paint Annapolis is on display for an additional two weeks with public receptions including the fun and delicious Muffins and Mimosas event.  ⛵ Santa Maria Cup: June 3–6, 2026  🇺🇸4th of July Parade & Celebrations: July 4, 2026  ✨ Dinner Under the Stars: Wednesdays, May 20–September 30, 2026  🌊 Wednesday Night Sailboat Races: Wednesdays, April - August 2026; no racing July 1  🥍 Naptown National Challenge: June 29–July 1, 2026  🗺️ Be Revolutionary: America 250 Exploration Trail: Ongoing in 2026  🦀 Annapolis Crab Feast: August 7, 2026  🏰 Maryland Renaissance Festival: Saturdays, Sundays & Labor Day Monday, August 29–October 25, 2026  🏈 USNA Football: 2026 season begins September 5, 2026 What other events are you excited for? For more summer events and details, tap the 🔗 in bio ‘Summer 2026 ☀️🏖️’ 📸: @with.love.kaden.and.adalynn @letsgomusicfest @jarvinphotography

We’re always watching #VisitAnnapolis, your adventures, views, and core memories across the destination. 📸✨ Keep tagging #VisitAnnapolis and your moments might be next!

How beautiful are these blooms?! 😍💐 Tell us your favorite May Day blooms so far in the comments! ✨

Happy May! ⚓🌸 See what’s happening around Annapolis and Anne Arundel county this month! Check the 🔗 in bio for dates and details. 📸: @victoriahilemanphoto

That time of year is almost here ✨ Blue Angels above, celebrations below, and a kind of charm that pulls everyone together. Plan your trip now before time runs out at the 🔗in bio.

Here are some things to do outside the boat show! #DockStreetIsOpen #AnnapolisSpringSailboatShow

Only 2 days until sails hit the skyline! ⛵ The Annapolis Spring Sailboat Show returns April 24-26, 2026. Are you ready? @annapolisboatshow

Tell us, have you ever cruised by or visited the Thomas Point Shoal Lighthouse? Built in 1875 and still guiding boats today, the Thomas Point Shoal Lighthouse remains an active beacon on the Chesapeake Bay. It’s also one of just twelve Maritime National Historic Landmarks, a distinction it’s held since 1999. 📸: @blondieaviation

Missing summer and the kind of beauty you don’t have to look for. Take a first look at what's coming up this summer at the 🔗in bio. 🍹 📸: @annapolife

Wondering what to expect at the Annapolis Spring Sailboat Show? 🌊 ⛵ Step aboard everything from racing dinghies to 50+ ft yachts ⚓️ Learn to sail 🛍️ Shop + test gear in person 🍹 Hang in the No Wake Zone 🧭 Talk to the pros + plan your next adventure 🎉 Don’t miss the Foulest Foulies After Party 🧠 Level up your skills Whether you’re buying a boat, learning to sail, or just here for the waterfront energy, this is where Annapolis comes alive for spring. Visit @annapolisboatshow to learn more! 📸: @annapolisboatshow

If you haven’t locked in your plans yet… this is your sign ✨ In just TWO WEEKS, the Annapolis Spring Sailboat Show is back and taking over the downtown docks ⛵️🌊 Who’s counting down with us?! Tap the 🔗 in bio to start planning your perfect weekend. Get ready for waterfront views, fresh seafood, shopping, and a stay at one of our scenic nearby hotels 🦪🦀☀️🛍️