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⚓️ Bits of Boston: A Pretty Little Wanderlist
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items For those who want to touch history, but also find the best lemon tart nearby. This is Boston with heart, curated for casual explorers and story collectors.
Sections
3
Charming Teas & Cozy Cafés
Boston Bites: Where to Eat
Boston Highlights: Must-See Sights
Charming Teas & Cozy Cafés
A collection of Boston’s sweetest spots to sip and unwind. From elegant high tea rooms with tiered treats to cozy cafés perfect for a quiet latte, these places are made for slow moments and warm cups.
English style tea room just steps from the Freedom Trail. Elegant service with reserved seating and traditional teas and sweets.
Silver Dove Afternoon Tea · 24 Tremont St, Boston, MA
Afternoon tea served in the historic McKim Building courtyard. Beautiful architecture and seasonal pastries.
Courtyard Tea Room · 700 Boylston St, Boston, MA
Luxe cocktail lounge that offers extravagant afternoon tea with champagne and curated bites like foie gras profiteroles.
Trifecta · Four Seasons Hotel, 1 Dalton St 1st Floor, Boston, MA
My husband's and my first High Tea experience! So fun walking through the little tunnel. Love this dreamy café inside a storybook bookstore. Perfect for scones, prosecco, and a little escape into your own novel.
Beacon Hill Books & Cafe · 71 Charles St, Boston, MA
A popular local bakery and café known for pastries, sandwiches, and coffee. There are several locations, and they’re all worth stopping by!
Tatte Bakery & Cafe | Pier 4 · 200 Pier 4 Blvd., Boston, MA
A quaint little café near the river, perfect for grabbing a latte before a scenic walk. Relaxed and welcoming.
Charles River Coffee House · 57 Eliot St #7, Natick, MA
A historic inspired tea room where you can sip while overlooking the water. Simple, sweet, and perfect for a themed afternoon.
Abigail's Tea Room · Tea Party Ships & Museum, 306 Congress St, Boston, MA
Step back in time at Boston’s oldest Italian café. Order a cappuccino and cannoli, and enjoy the vintage café feel.
Caffe Vittoria · 290-296 Hanover St, Boston, MA
European inspired afternoon tea outside Boston. Tiered sandwiches, scones, madeleines and loose leaf teas in a charming tea room.
Jolie Tea Company · 316 Derby St, Salem, MA
High tea with harbor views, three tiered savories and sweets, seasonal cocktails, and a refined waterfront setting.
Rowes Wharf Sea Grille · 70 Rowes Wharf, Boston, MA
Bright, homey spot offering English style tea service with vintage china, classic scones, finger sandwiches, and mini desserts.
The Vintage Tea and Cake Company Belmont · 129 Belmont St, Belmont, MA
Cozy and stylish with some of the best coffee in the city. Great pastries and a vibe that makes you want to stay a while.
Thinking Cup – Multiple Locations
Boston Bites: Where to Eat
A handpicked list of Boston’s standout restaurants, from iconic seafood shacks to award winning fine dining. Each spot offers something memorable, whether it’s legendary lobster rolls, inventive small plates, or the best roasted chicken in town.
The oldest restaurant in continuous operation in the U.S., dating back to 1826. Serves classic New England seafood dishes like baked cod, clam chowder, and oysters on the half shell. The historic building adds to the charm.
Union Oyster House · 41 Union St, Boston, MA
A tiny seafood spot that’s constantly rated among the best in Boston. Known for its buttery lobster rolls (served hot or cold), fresh oysters, and excellent clam chowder. They don’t take reservations, so arrive early or be ready to wait, but the food...
Neptune Oyster · 63 Salem St # 1, Boston, MA
An upscale Italian restaurant set in a charming historic townhouse. Perfect for a date night or special dinner, with handmade pastas and an extensive wine list. Reservations are recommended.
Mamma Maria · 3 N Square #1, Boston, MA
A small, no frills Italian spot with huge portions and some of the best pasta in the area. It’s cash only and lines form early, so go on the early side to avoid a long wait.
Giacomo's Boston North End · 355 Hanover St, Boston, MA
A trendy supper club with a mix of modern American and Mediterranean inspired dishes. The cocktails are creative, and the interior has a glamorous, speakeasy vibe. Great for a lively night out.
Yvonne's · 2 Winter Pl, Boston, MA
Mediterranean inspired small plates with bold flavors. Energetic atmosphere, perfect for sharing. Named Best Restaurant, General Excellence (2025).
Sarma Restaurant · 249 Pearl St, Somerville, MA
Elevated seafood and raw bar with fresh oysters. Voted Best Seafood in Boston Magazine 2025. My favorite restaurant in Boston! Also serves the best roasted chicken I’ve ever had.
Row 34 - Seaport | Boston · 383 Congress St, Boston, MA
Trendy seafood spot with award winning caviar service. Stylish setting, ideal for a splurge night.
Saltie Girl · 279 Dartmouth St, Boston, MA
Chef run restaurant serving hyper local seasonal fare. James Beard finalist and Best Locavore Restaurant winner.
Urban Hearth · 2263 Massachusetts Ave, Cambridge, MA
Thai inspired small plates and cocktails in a cozy, lively bar setting. James Beard nominee 2025.
Merai · 14 Harvard St, Brookline, MA
Creative Korean-American bar food with a vibrant ambiance. Featured in NYT’s 50 Best Restaurants in the US.
Somaek Korean · 11 Temple Pl, Boston, MA
Iconic beachside shack serving fried seafood and hot dogs. A casual summer classic with a James Beard America’s Classics Award.
Sullivan's Castle Island · 2080 William J Day Blvd, South Boston, MA
Upscale Italian spot praised for handmade pasta and chic vibes. Named Best Italian Restaurant 2025.
La Padrona Boston · 38 Trinity Pl, Boston, MA
Modern Italian with a romantic, eclectic interior. Known for handmade pasta and creative cocktails.
Pammy's · 928 Massachusetts Ave, Cambridge, MA
Contemporary Greek dining with rare wines and mezze plates. Warm and inviting, perfect for sharing.
Krasi · 48 Gloucester St, Boston, MA
Elegant Portuguese fine dining by Chef Mendes. Luxurious setting with a heritage inspired menu.
AMAR · 40 Trinity Pl, Boston, MA
Trendy cocktail bar with tropical influences. Creative drinks and vibrant social scene.
Birds of Paradise · 525 Western Ave #12, Brighton, MA
Comfort food and Southern flair in a lively space. Awarded Best Brunch 2025.
Hunter's Kitchen and Bar · 110 Dorchester St, Boston, MA
Waterfront dining with farm-to-table dishes. Great for dates, scenic patio views.
Woods Hill Pier 4 - Seaport · 300 Pier 4 Blvd. Retail Space 2, Boston, MA
Boston Highlights: Must-See Sights
Explore the charm and history of Boston with these iconic landmarks and scenic spots. From cobblestone streets to waterfront views, each stop offers a glimpse into the city’s unique character.
A large glass globe you can walk through at the Mary Baker Eddy Library. It’s a short but interesting stop, with cool acoustics and a unique view of the world.
Mapparium · 210 Massachusetts Ave, Boston, MA
A unique museum designed like a Venetian palace, filled with art and history. The courtyard is beautiful year round. Don’t miss the story of the famous unsolved art heist.
Isabella Stewart Gardner Museum · 25 Evans Way, Boston, MA
The first public botanical garden in the U.S. Home to swan boats, seasonal blooms, and that iconic duckling statue. Gorgeous in Spring.
Public Garden · Boston, MA
Boston’s Little Italy. It's all winding streets, family owned restaurants, and pastry shops with lines for a reason.
North End · Boston, MA
A long public walkway along the waterfront with great views of the city and harbor. Perfect for a casual stroll, grabbing a snack, or watching boats pass by.
Harborwalk · Boston, MA
The historic center of Harvard University. Walk through the campus, check out the old buildings, and take photos by the John Harvard statue. Remember to respect the students and campus spaces.
Harvard Yard · 2 Kirkland St, Cambridge, MA
A lively waterfront neighborhood that mixes modern architecture with great dining and entertainment. You’ll find trendy restaurants, rooftop bars, and plenty of seafood spots. There are parks, public art installations, and open spaces perfect for wal...
South Boston Waterfront · Boston, MA
Often called the most photographed street in Boston. It’s small, cobblestoned, and very scenic. Be considerate of the residents who live here and avoid blocking doorways or sitting on steps.
Acorn St · Boston, MA
The oldest public park in the United States, located right next to the Public Garden. It’s an easy place to relax, have a picnic, or start walking the Freedom Trail, which begins here.
Boston Common · 139 Tremont St, Boston, MA
A 2.5 mile walking route that takes you past 16 historical sites, including Paul Revere’s House and the Old North Church. Follow the red brick path for a self guided history tour through the city.
Freedom Trail · Boston, MA
A historic marketplace filled with food stalls, shops, and street performers. It’s a busy tourist spot where you can try local favorites like clam chowder or lobster rolls. Great for a quick meal and people watching.
Quincy Market / Faneuil Hall
Experience panoramic views from the View Boston Observatory, a three-floor deck atop the Prudential Tower, complete with exhibits and an outdoor terrace.
View Boston · 800 Boylston St Floor 52, Boston, MA
Home of the Red Sox and America’s oldest MLB stadium, Fenway Park is a pilgrimage for baseball fans. Catch a game or just soak up the history.
Fenway Park · 4 Jersey St, Boston, MA
Enjoy biking, picnicking, or pedaling a kayak on the Charles River Esplanade. This is a serene way to take in cityscapes from the water or land.
Paddle Boston: Cambridge, Kendall Square · 15 Broad Canal Way, Cambridge, MA
Visit the historic “Old Ironsides” warship in Charlestown or climb to the top of the Bunker Hill Monument for panoramic views and Revolutionary War tales.
USS Constitution & Charlestown / Bunker Hill Monument