Boston Foodie and Brewery Tour with Scenic Views, June 2025

Day 1: Downtown and Seaport

Boston, USA on June 26, 2025

9:00am

Breakfast at Tatte Bakery & Cafe

Start your day with freshly baked pastries and excellent coffee at Tatte Bakery, known for its Mediterranean-inspired breakfast dishes in a cozy atmosphere.
USD10-15, 1h0m

11:00am

Walk the Boston Harborwalk

Enjoy scenic waterfront views walking along the Harborwalk, offering stunning views of Boston Harbor and the city skyline. A perfect way to digest before lunch.
Free, 1h0m

12:30pm

Lunch at Legal Harborside

Enjoy classic New England seafood with harbor views; try their lobster roll or clam chowder, an iconic Boston experience.
USD20-30, 1h0m

2:30pm

Visit Harpoon Brewery

Tour and taste at Harpoon Brewery, one of Boston’s most popular craft breweries offering a variety of fresh beers and a lively beer hall.
USD10 (tour & tastings), 1h30m

5:00pm

Sunset Views from the Boston Seaport

Relax at the Seaport district with stunning sunset views over the water. Great photo opportunities and a lively atmosphere.
Free, 1h0m

7:00pm

Dinner at Row 34

Dine at Row 34, famous for fresh oysters, inventive seafood dishes, and an extensive craft beer list in a trendy setting in the Seaport district.
USD35-50, 1h30m
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Day 2: Cambridge and Back Bay

Boston, USA on June 27, 2025

8:30am

Breakfast at Flour Bakery + Cafe

Fuel up with delicious breakfast sandwiches and pastries at Flour Bakery, a Cambridge staple known for amazing baked goods and coffee.
USD10-15, 1h0m

10:00am

Explore Harvard Yard

Walk through historic Harvard Yard and soak in the academic ambiance and classic architecture of Harvard University, an essential Cambridge stop.
Free, 1h0m

12:00pm

Lunch at Mr. Bartley's Burger Cottage

Try one of Boston’s most famous burgers at Mr. Bartley’s, offering creative burger names and excellent flavors in a unique, casual atmosphere.
USD15-20, 1h0m

2:00pm

Castle Island Brewery Tour

Head back into Boston to Castle Island Brewery, a hidden gem with a good variety of beers and a laid-back vibe, perfect for afternoon tasting.
USD10, 1h30m

4:00pm

Stroll along the Charles River Esplanade

Walk or bike along the beautiful Charles River Esplanade offering great scenic river views and city skyline vistas.
Free, 1h0m

7:00pm

Dinner at The Capital Grille

Enjoy a classic, upscale steakhouse experience in Back Bay with excellent meat cuts and great wine selection, perfect for a special dinner.
USD50-70, 2h0m
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Day 3: Beacon Hill and North End

Boston, USA on June 28, 2025

9:00am

Breakfast at The Paramount

Savor a traditional and hearty breakfast at The Paramount, located near Beacon Hill and known for a classic diner feel and fresh ingredients.
USD15-20, 1h0m

10:30am

Walk Through Beacon Hill

Explore the charming cobblestone streets and historic architecture of Boston’s Beacon Hill neighborhood, famous for its beautiful views and shops.
Free, 1h0m

12:00pm

Lunch at Neptune Oyster

Treat yourself to some of Boston’s best oysters and seafood in the North End, where Neptune Oyster is a beloved small and busy spot.
USD30-40, 1h0m

2:00pm

Visit Samuel Adams Brewery

Enjoy a brewery tour at Samuel Adams and sample their signature brews. Tours run every 30 minutes and provide a lively glimpse into Boston brewing culture.
USD10, 1h0m

4:00pm

Coffee and View at Lookout Rooftop Bar

Relax with coffee or a small drink at the Lookout Rooftop Bar offering panoramic views of the city and harbor, ideal for a sunset perspective.
USD10-15, 1h0m

7:00pm

Dinner at Mamma Maria

Enjoy an authentic Italian dinner in the North End at Mamma Maria, famous for its charming ambiance and homemade pasta dishes.
USD40-60, 1h30m
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Day 4: Charlestown and Waterfront

Boston, USA on June 29, 2025

8:30am

Breakfast at Caffe Sardegna

Start your last day with a strong Italian coffee and fresh pastries at Caffe Sardegna, a beloved Charlestown spot with authentic flavors.
USD10, 1h0m

10:00am

Tour the USS Constitution and Charlestown Navy Yard

Explore the historic Charlestown Navy Yard and tour the USS Constitution, the oldest commissioned warship afloat, with amazing views of Boston Harbor.
Free, 1h30m

12:00pm

Lunch at The Warren Tavern

Dine at The Warren Tavern, one of Boston’s oldest pubs, offering hearty American fare and a strong local brewery selection in a historic setting.
USD20-30, 1h0m

2:00pm

Visit Night Shift Brewing - Boston Taproom

Finish your trip with a visit to Night Shift Brewing’s Boston taproom, known for creative brews and a fun laid-back environment near the waterfront.
USD10, 1h30m

4:00pm

Walk the Charlestown Waterfront

Take a last stroll along the waterfront for peaceful views of the Boston skyline and harbor to close your trip.
Free, 1h0m
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