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Join Us for the 2026 Sea Days — A Caribbean Experience Like No Other!

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Book your cabin.

Secure your seat.

Grow your practice at sea.

 

Welcome Aboard!

Insightful Accountant invites you to the 2026 Sea Days — an exclusive Caribbean cruise designed to help accounting professionals connect, learn, and recharge.

📅 July 19-26, 2026

🚩Departs from Miami, Florida

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Meet the Crew

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Dawn Brolin

Is a coach and founder of Powerful Accounting, Inc., dedicated to helping firm owners transform their businesses into profitable, enjoyable practices. After years of 80-hour workweeks in outdated firm structures, Dawn rebuilt her own practice by embracing technology, subscription-based pricing, and streamlined workflows. This shift stabilized cash flow, reduced client volume, and boosted revenue by 18% in just six months, all while working fewer hours.

Through her Starting Lineup framework, she now teaches firm owners how to leverage modern tools, implement sustainable processes, and reclaim both profitability and work-life balance.

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Vanessa Vasquez

Is a Latina entrepreneur and financial technology leader with over 20 years of experience helping small businesses grow through smart planning, financial management, and technology. She founded Conferencia F.I.T. and has been recognized as Top ProAdvisor of the Year and Top App-Ologist. A trusted voice in the accounting tech space, Vanessa creates content for leading platforms and holds advanced QuickBooks certifications, empowering the Spanish-speaking business community and beyond.
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Gary DeHart

Is the Publisher and Managing Partner of Insightful Accountant, with over 25 years of experience in media and business development. Before launching Insightful Accountant, he served as Associate Publisher of Accounting Today and worked across industries including employee benefits, automotive design, textiles, and recreational boating. Beyond publishing, Gary advises clients in the accounting market on channel growth and development.
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Amiee Keenan

As the Community Manager for Be Insightful, Amiee blends her passion for building connections with her expertise in events and marketing to create engaging member experiences, foster collaboration, and support professional growth. She also works closely with Insightful Accountant, helping produce and promote their educational events, webinars, and thought leadership initiatives.

When she’s not working, Amiee enjoys working out, traveling to warmer climates, reading, playing the piano, and spending time with her family and her dog, Duke. She believes in balance—finding joy in fitness, family, and everyday moments while bringing that same energy and creativity into her professional life.

 

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Bob Allard

Bob Allard has 25+ years of experience in sponsorship and content advertising sales and creation, business development, and sales of products and services; specifically, in the small business, accounting technology space with Intuit, Right Networks, and Woodard. Creating and improving our offerings through customer feedback is Bob's top priority.  Bob lives in Arizona with his wife and three sons and enjoys running and swimming and traveling.

 

Book Your Cabin

Start by reserving your cabin with our official travel partner:

🧳 A Travel Spy — Gina Allard

👉 Cabins are limited and will go fast—don’t wait to secure your spot on board!

Step 2: Register for Sea Days

After booking your cabin with a Travel Spy you will get a detailed instructions to complete your event registration:

💳 Sea Days Registration Fee: $499

This includes:

🎯 Full access to Sea Days sessions
🎯 Networking events and learning labs
🎯 1-year Be Insightful Premium Membership

 

❗ If  you already have a membership this will extend your membership for  12 months

Disclaimer (Summary):

Sea Days  registration is separate from the cruise and non-refundable. Travel and cruise expenses are the attendee’s responsibility. Some onboard activities and amenities may have extra charges. All registrants are entered into a drawing to win a free cabin for two (reimbursed up to $5,000 if already booked). 

[See full terms ➝]

 

Thank you to our Sea Days Symposium Event Sponsors