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Monday 9am - 5:30pm Tuesday 9am - 5:30pm Wednesday 9am - 5:30pm Thursday 9am - 5:30pm Friday 9am - 5:30pm

Crilly Insurance

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Annapolis, MD
Crilly Insurance

We will take care of all your insurance needs. As a sponsor of Prom Promise for 18 years, we care about our community http://www.youtube.com/watch?v=PtNfd9aFzbc

Backed by 350+ agencies nationwide, we’re building on a legacy of teamwork, lifelong client partnerships, and meaningful impact in every Mid-Atlantic community we serve. Our Anne Arundel County office is located at 2521 Riva Road, suite 3, around the corner from Festival Shopping Center.

05/07/2026

Small businesses are the backbone of our communities. When you grow, your community does, too. Be bold, backed by local insurance experts who know how to support your operations today and growth goals for the future.

05/06/2026

Nurses show up for our communities every single day — with relentless courage and care. 👨‍⚕️👩‍⚕️Today we take a moment to say thank you.

05/05/2026

Teachers are true agents of change. 📚✏️This week we're celebrating the ones who show up every day to help the next generation see possible.

04/28/2026

Running your business means interacting with customers, working on client property and putting your name behind everything you do. For any one of those touchpoints, coverage is key.

Our FAQ breaks down general liability insurance -- what’s included, what’s not and how much protection your business may need. https://hubs.la/Q04dcbwg0

04/23/2026

Your ATV, RV and boat are built for getting out there. Exploring trails. Seeing new places. Spending more time doing what you enjoy. Before you head out, make sure you have the right coverage in place.

See how in our blog: https://hubs.la/Q04dbXk80

04/20/2026

Giving back builds stronger teams and communities.

At Highstreet Insurance & Financial Services, our teams are driven by relentless courage to make a meaningful difference in the local communities we serve. We love rolling up our sleeves to help others. From supporting little league teams to building homes to feeding families, we’re honored to do our part.

04/17/2026

Stay focused on the road. Let Highstreet Insurance find auto coverage that keeps you ready.

Safety starts with you.

04/15/2026

Explore coverage for your boat and passengers. Review options so you can launch with confidence.

Go boating worry-free. Download our FAQ: https://hubs.la/Q049rKkP0

04/13/2026

Discover health benefits that keep teams engaged and loyal. Get the FAQ.

Benefits your team deserves. Explore our FAQ: https://hubs.la/Q049rD0S0

04/09/2026

From malpractice to liability, explore insurance for your legal practice.

Protect your practice. Download the legal FAQ now: https://hubs.la/Q049rqXL0

Address

2521 Riva Road, Unit 3
Annapolis, MD
21401

Opening Hours

Monday	9am - 5:30pm
Tuesday	9am - 5:30pm
Wednesday	9am - 5:30pm
Thursday	9am - 5:30pm
Friday	9am - 5:30pm

Telephone

+14105711771

Website

https://www.myhighstreet.com/

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