Weekend in Boston
Day 1: Arrival & Freedom Trail
✈️ Morning Arrival: Check-in to your accommodation (choose one in a convenient location like Back Bay or Downtown or near a metro stop).
🍳 Early Breakfast: Start your day with a hearty breakfast at Mike & Patty's, known for their delicious breakfast sandwiches.
🇺🇸 Morning: Start your Boston adventure with a self-guided tour of the Freedom Trail. Highlights include the Massachusetts State House and Granary Burying Ground. Head to GetYourGuide and download a ‘walk with me’ audio guide.
🧺 Lunch: Have a picnic lunch at the Boston Common or Public Garden. You can pick up sandwiches or a packed lunch from a nearby deli like Sam LaGrassa's.
⛪️ Afternoon: Continue your Freedom Trail journey with stops at the Old North Church and Paul Revere's House.
🦪 Dinner: Head to the North End for dinner at Neptune Oyster for fresh seafood or try Mamma Maria for Italian cuisine.
Day 2: Explore & Discover
☕️ Breakfast: Start your day with a delicious breakfast at a local café.
📸 Morning: Visit Beacon Hill and explore its charming streets and historic architecture. Don't miss Acorn Street, one of the most photographed streets in the city.
🍕 Lunch: Try Figs for gourmet pizza or Tatte Bakery & Café for Middle Eastern-inspired dishes.
🎨 Afternoon: Explore the Isabella Stewart Gardner Museum, known for its unique collection and beautiful courtyard.
🦐 Dinner: Head to Union Oyster House for classic New England seafood or Giacomo's Ristorante for Italian favorites.
Souvenirs: Look for historical-themed souvenirs such as replicas of the USS Constitution or Revolutionary War books.
Day 3: Harvard & Cambridge Exploration
🥯 Breakfast: Have breakfast at Bagelsaurus, known for its delicious bagels.
🦕 Morning: Visit the Harvard Museum of Natural History, which houses fascinating exhibits including the famous Glass Flowers and dinosaur fossils that can't be missed.
🌾 Lunch: Enjoy lunch at Harvest, a farm-to-table restaurant in Cambridge.
📚 Afternoon: Explore the vibrant neighborhoods of Cambridge, including Harvard Square, and consider a visit to the MIT campus.
🍝 Dinner: Savor Italian cuisine at Pammy's or head to The Sinclair for American fare and live music.
Souvenirs: Look for locally crafted jewelry or artisanal chocolates in Harvard Square.
Day 4: Whale Watching and Seafood Dinner
🥞 Breakfast: Have a quick breakfast at your accommodation or a nearby café.
🐳 Whale Watching: Spend your morning on an exciting whale watching tour from Long Wharf. Check out GetYourGuide to find a tour. Keep in mind, that you will have to travel out for a few hours before you have the chance to spot whales. Buy some medicine & sunscreen.
🦞 Lunch: Head to James Hook & Co. for a lobster roll or try Union Oyster House for clam chowder.
🧘🏼♀️ Afternoon: Rest or explore the waterfront area before your food tour.
🦀 Seafood Dinner: Enjoy a seafood dinner at one of these top options: Legal Harborside, The Barking Crab, Salty Girl or Row 34. Try local specialties like lobster, clam chowder, and oysters.
Souvenirs: Consider buying local seafood spices or sauces, or a keepsake from the whale watching tour.
Outfits for a Female Traveler:
Day 1: Comfortable jeans, a casual blouse, sneakers, and a light jacket for layering.
Day 2: A sundress or skirt, comfortable walking sandals, and a sun hat for sun protection.
Day 3: Jeans or shorts, a T-shirt, comfortable walking shoes, and a lightweight cardigan for cooler evenings.
Day 4: Casual outfit with layers, as it can be chilly on the water. Don't forget sunglasses and sunscreen.
PACKING LIST:
Clothing:
- Enough underwear & socks for the duration of your trip. Plus 10 pairs because that is what we do.
- One or two pairs of comfortable walking shoes.
- Casual day outfits for each day
- One fancy outfit because you deserve it
- Sleepwear & loungewear - my airport outfit is leggings and an oversized sweatshirt
- Lightweight rain jacket or umbrella - Boston weather can be unpredictable.
Toiletries:
- Travel-sized shampoo, conditioner, and body wash (you can never completely trust a hotel).
- Toothbrush, toothpaste, and dental floss.
- Deodorant.
- Hairbrush or comb.
- Makeup and makeup remover.
- Any prescription medications you need & personal hygiene items.
Electronics:
- Smartphone and charger.
- Portable charger or power bank.
- Earphones or headphones.
- Camera and charger
Miscellaneous:
- Reusable water bottle (because we love protecting Mother Earth).
- Small backpack or tote bag for daily outings.
- Sunglasses and sunscreen for sun protection.
- Any specific items you need for your planned activities (e.g., hiking gear, swimsuit, etc.).
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