Embrace Summer in Greater Boston: Fun Activities and Smart Insurance Tips

Summer in Greater Boston is a magical time when the city comes alive with vibrant activities, outdoor events, and plenty of opportunities to explore. Whether you’re a local or just visiting, there are countless ways to enjoy the sunny season in this historic and bustling area. 

Let’s dive into some exciting summer activities and see how you can stay safe and protected while enjoying them.


  1. Explore the Boston Harbor Islands

One of the best ways to escape the city heat is by taking a ferry to the Boston Harbor Islands. This cluster of islands offers hiking, picnicking, and even camping opportunities. Spectacle Island, with its sandy beaches and hiking trails, is a favorite among visitors.

**Insurance Tip:** If you plan to go boating or participate in water sports, ensure your personal insurance covers these activities. Many home insurance policies offer limited coverage for small boats, but you might need additional coverage for larger vessels or specialized equipment.

  1. Stroll Through the Boston Public Garden

The Boston Public Garden is a perfect spot for a leisurely stroll, a paddle boat ride on the lagoon, or simply relaxing with a book. The garden is particularly beautiful in the summer with its lush greenery and blooming flowers.

Local tip– Grab a friend and have a picnic to feel like you’re inside one of those Monet paintings…

**Insurance Tip:** While enjoying public spaces, it’s important to be aware of liability issues. If you’re hosting a summer gathering in a public park, check if your homeowner’s insurance covers any potential liability for accidents or injuries that might occur.

  1. Enjoy a Red Sox Game at Fenway Park

Summer and baseball go hand in hand, and there’s no better place to catch a game than the iconic Fenway Park. Whether you’re a die-hard Red Sox fan or just love the atmosphere of a ball game, it’s a must-do summer activity. 

Local Tip– Skip baseball. Boston has so many sports offerings beyond the Red Sox. Check out hockey, football, a local tennis court, individual sports like a bike/run club, or the many private sports clubs the town has to offer. Equinox is big, but sports clubs, in this town, are bigger.

**Insurance Tip:** For business owners, sponsoring a local sports team or hosting a corporate event at a game can be a great way to boost your brand. Make sure your commercial insurance policy covers event-related liabilities and any promotional activities.

  1. Visit the New England Aquarium

If the summer heat gets too intense, cool off with a visit to the New England Aquarium. It’s a fantastic place for families, offering a glimpse into the fascinating underwater world with its extensive exhibits and interactive displays.

Local tip– Take an uber. This town isn’t known for easy commutes downtown!

**Insurance Tip:** If you’re a business owner in the tourism industry, such as running a travel agency or a tour guide service, ensure your commercial insurance includes coverage for any liabilities related to organizing trips and tours. This can protect you against claims that might arise from accidents or mishaps during outings.

  1. Take a Bike Ride on the Charles River Esplanade

The Charles River Esplanade is a picturesque path perfect for biking, jogging, or simply enjoying a peaceful walk by the water. Rent a bike and explore the scenic views along the river. 

Local tip– Super romantic for an evening stroll pre or post-date!

**Insurance Tip:** Biking is great, but accidents can happen. Make sure your health insurance covers potential injuries from recreational activities. If you’re using a bike-sharing service, check if they offer any insurance coverage for riders.

  1. Tourist for a Day! Discover the Freedom Trail

Immerse yourself in history by walking the Freedom Trail, a 2.5-mile-long path that takes you through 16 significant historical sites in Boston. From the Boston Common to the Bunker Hill Monument, it’s a great way to explore the city’s rich past.

**Insurance Tip:** If you’re running a tour business, ensure your commercial insurance policy covers public liability. This can protect you in case a participant gets injured or property is damaged during one of your tours.

  1. Attend a Summer Festival or Show

Greater Boston is home to numerous summer festivals, from music and food festivals to cultural celebrations. Events like the Boston Calling Music Festival and the Boston Seafood Festival draw large crowds and offer plenty of fun and entertainment.

Local tip– Whether your taste includes comedy shows, the symphony, the ballet, plays, musicals, or concerts, Boston has everything, for everyone.

**Insurance Tip:** When attending large events, be mindful of personal belongings. Personal property insurance can help cover the loss or theft of valuables while you’re out and about. For festival organizers, event insurance is crucial to cover potential liabilities, including accidents, weather-related cancellations, and other unforeseen issues.

  1. Discover the Many Beaches of Cape Cod

Just a short drive from Boston, Cape Cod offers beautiful beaches and quaint seaside towns. Spend a day lounging on the sandy shores, swimming in the Atlantic, or exploring the charming villages.

Local tip– Reserve some steamed lobsters from a local seafood market. It’s true; they’ll cook them for ya.

**Insurance Tip:** If you’re renting a vacation home on Cape Cod, check if your homeowner’s insurance extends to rental properties. Renters insurance is also a good idea to protect your belongings while you’re away.

9. Eat!

Boston is a foodie town, believe it or not. From casual oyster bars and beer gardens to high-end sushi, steak, and seafood places of every culture’s flare, do a little research and find a spot.

Local tip– Make a reservation; even on a “slow” night, the best places get booked up.

10. Visit a Local Farmers Market

New England has some of the BEST farms and gardens in the country. Near Boston, is a charming market that’s not to miss: Charlesgate Farmers Market. Every Sunday 11-2pm, this market is located in the historic Back Bay in the world-famous Emerald Necklace Park. (i.e. DCR Charlesgate Park (commonwealth avenue between Charlesgate East and West). This is also right next to Fenway Park.

Local Tip: Eating health, neighbors, and music? That sounds like insurance for the soul! Check them out for more information @charlesgatefarmersmarket

Final Thoughts

Summer in Greater Boston is filled with endless opportunities for fun and adventure. By considering your personal and commercial insurance needs, you can ensure a worry-free season. Whether you’re boating in the harbor, cheering on the Red Sox, or simply enjoying a peaceful day in the park, having the right insurance coverage can provide peace of mind and allow you to fully embrace all that summer has to offer in this vibrant region. Enjoy the season and stay safe!

Taking Action Ahead of Time is Smart

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