Experience Boston’s Rooftop

Itinerary

5:30 PM - Harborwalk Exploration

Begin your journey at the Boston Harborwalk, starting from Long Wharf.
Take a leisurely stroll along the waterfront, enjoying the sights of ships, historic buildings, and bustling activity.
Stop by Christopher Columbus Park for a picturesque view of the harbor and the skyline in the distance.

6:30 PM - Institute of Contemporary Art (ICA)

Head to the Institute of Contemporary Art (ICA) in the Seaport District.
Explore the museum's galleries featuring contemporary art and exhibitions.
Spend some time on the ICA's outdoor decks, which offer panoramic views of Boston Harbor and the skyline as the sun begins to set.

Evening:

8:00 PM - Charles River Esplanade

After dinner, make your way to the Charles River Esplanade.

Find a comfortable spot along the riverbank or on one of the docks to watch the sunset behind the Boston skyline.

Capture the breathtaking views as the city's iconic landmarks are bathed in the warm glow of the setting sun.

Night:

9:00 PM - Skyline Views from the North End

Walk or take a short ride to the North End, Boston's historic Italian neighborhood.

Head to the North End Park, located along the waterfront near the U.S. Coast Guard Station.

From here, you'll have a stunning view of the illuminated skyline across the water, creating a magical backdrop for the evening.

Tips:
Timing: Plan your itinerary to arrive at each location in time for sunset, allowing for flexibility in case of unexpected delays.

Dress Warmly: Evenings can get chilly, especially near the water, so dress in layers to stay comfortable.

Photography Gear: Bring your camera or smartphone to capture the stunning sunset views and nighttime skyline.

Reservations: Make reservations in advance for dinner to ensure you have a prime spot for watching the sunset.

Things to know

Many rooftop bars are 21+, so make sure to bring valid ID.
Boston weather can be unpredictable, so check the forecast before heading out.
Bring a light jacket or sweater, as it can get chilly in the evenings, even in summer.
Many rooftop venues have a dress code. Business casual is often a safe bet.
Arriving early can help you secure a good spot, as rooftops can get crowded.
Be mindful of safety rules, especially regarding railing heights and crowded areas.