As summer 2025 unfolds, Watertown, Massachusetts, and its neighboring regions offer a ton of activities for residents and visitors alike. Whether you’re staying local or venturing to nearby destinations, it’s essential to enjoy the season while ensuring your insurance policies are current. 

We can help with both!

Local Things to Do in Watertown

  1. Watertown Summer Concert Series
    Enjoy live music under the stars with the Watertown Summer Concert Series. These free events are perfect for families and friends to gather and appreciate local talent. (Patch, Boston Central)
  2. Arsenal Yards Events
    Arsenal Yards hosts a variety of outdoor events, including movie nights, fitness classes, and food festivals, providing entertainment for all ages. (arsenalyards.com)
  3. Pequossette Summer Recreation Program
    For families with children, the Pequossette Summer Recreation Program offers activities ranging from arts and crafts to sports, ensuring kids have a fun-filled summer. (Watertown News)

Exploring Boston

  1. Boston Harborfest
    Celebrate Independence Day with historical reenactments, boat tours, and fireworks during Boston Harborfest. (6AM – BOStoday)
  2. Boston Pops Fireworks Spectacular
    A Fourth of July tradition, enjoy a concert by the Boston Pops Orchestra followed by a dazzling fireworks display over the Charles River. (Boston Discovery Guide)
  3. Shakespeare in the Park is a special park experience if you like plays. As You Like It will be performed at 8pm from July 27th well into August for FREE. Check the schedule here: https://commshakes.org/

A Classic Cape Cod Escape

  1. Cape Cod Baseball League
    Catch a game featuring some of the nation’s top collegiate players in this historic summer league.
  2. Wellfleet Restaurant Week
    Indulge in culinary delights as local restaurants offer special menus and promotions, including the French restaurant, P.B. Boulangerie
  3. Yarmouth Sand Sculpture Trail
    Marvel at intricate sand sculptures displayed throughout Yarmouth, showcasing the talents of local artists. 
  4. Farmers Markets
    Orleans also has a lively and bustling farmers market including local artisans. Look up the weekly farmer’s market schedule for each town; they vary widely due to some vendors wanting to attend more than one town’s market.
  5. Seafood Lovers
    When in doubt, go on your own quest for the “best lobster roll” on the Cape. No matter what you find, you won’t be disappointed. 
  6. Beach Lovers
    Some of the prettiest beaches are on the Cape; Pack up, expect to pay cash for a day-pass, and get ready to enjoy the waves, sun, and some fun memories. (And maybe seeing a shark, not kidding.)

Going-North Adventures

New Hampshire:

  • Keene Art Walk (June 6–15): Stroll through downtown Keene and admire art installations and live demonstrations. (Visit NH)

Maine:

  • Maine Whoopie Pie Festival (June 14): Satisfy your sweet tooth at this festival celebrating Maine’s official state treat.
  • Explore Portland’s insane food scene including Twelve’s to-die-for lobster roll. We said what we said.

Vermont:

  • Quechee Hot Air Balloon Festival (June 14–16): Experience the sight of colorful balloons ascending against the backdrop of Vermont’s scenic landscapes. 

Importance of Updating Your Insurance

With summer activities in full swing, it’s crucial to review and update your insurance policies:

  1. Travel Insurance:
    Protect against trip cancellations, delays, and medical emergencies. For instance, travel insurance can cover unexpected incidents, such as injuries or illnesses that may occur during your vacation.
  2. Homeowners/Renters Insurance:
    If you’re planning to be away from home for extended periods, ensure your property is covered against potential risks like theft or damage.
  3. Auto Insurance:
    Confirm that your policy covers rental cars if you’re planning to drive during your travels.
  4. Health Insurance:
    Check if your health insurance provides coverage in the areas you’ll be visiting, especially if traveling out of state. While we don’t offer health insurance, we may be able to answer questions.

Mid-Year Insurance Check-In

As we reach the midpoint of the year, it’s an opportune time to assess your insurance needs:

  • Policy Review: Ensure all your insurance policies reflect your current circumstances and upcoming plans.
  • Temporary Address Changes: If you’ll be residing elsewhere for the summer, notify your insurance providers to maintain appropriate coverage.
  • Coverage Gaps: Identify and address any gaps in your insurance to avoid unforeseen expenses. 

Stay safe and enjoy all that summer 2025 has to offer in Watertown and beyond!

Taking Action Ahead of Time is Smart

Do you have your insurance person on speed dial? We want to bring attention to all of the areas of experience Curtis and the team at J.M. Whitney and Co. bring to the table. 

For over 70+ years, this family-run business has been well-versed and experienced in Massachusetts-specific insurance, real estate, and commercial real estate acquisitions, management, and insurance. We look forward to becoming your trusted resource. Share our page with friends and loved ones.

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