What an exciting adventure you have ahead of you! A road trip from Toronto to St. John's, Newfoundland, with a stop in Prince Edward Island (PEI) sounds like a fantastic way to explore some of Canada’s most beautiful landscapes and vibrant cultures. Let’s break down your itinerary for the first three days of your journey. Buckle up, and let’s hit the road!

Day 1: Toronto to Kingston (Approx. 2.5 hours)

Morning:

• Departure from Toronto: Start your day early to make the most of your road trip. Grab a coffee and a pastry from Balzacs Coffee in the Distillery District before hitting the road.
• Stop in Kingston: Arrive in Kingston around mid-morning. This charming city is known for its historic sites and waterfront.

Lunch:

• The Rustic Spud: Enjoy a hearty lunch at this cozy spot known for its comfort food and local ingredients.

Afternoon:

• Explore Kingston: Visit Fort Henry for a taste of history and stunning views of the waterfront. If you have time, stroll through the Kingston Waterfront and check out the local shops.

Evening:

• Dinner: Head to Chez Piggy, a local favorite with a diverse menu and a lovely patio.
• Stay: Book a night at the Delta Hotels by Marriott Kingston Waterfront for a comfortable stay with beautiful views.

Day 2: Kingston to Montreal (Approx. 2.5 hours)

Morning:

• Breakfast: Start your day with breakfast at Pan Chancho Bakery & Café. Their baked goods are to die for!
• Departure for Montreal: Hit the road and enjoy the scenic drive along the St. Lawrence River.

Lunch:

• Arrive in Montreal: Once you arrive, grab lunch at Schwartz’s Deli for their famous smoked meat sandwich. It’s a must-try!

Afternoon:

• Explore Montreal: Spend your afternoon wandering through Old Montreal. Don’t miss the stunning Notre-Dame Basilica and the charming cobblestone streets. If you’re feeling adventurous, take a walk up to Mount Royal for panoramic views of the city.

Evening:

• Dinner: Treat yourself to dinner at La Banquise, known for its incredible poutine selection.
• Stay: Book a room at the Hotel Le Cantlie Suites for a comfortable night in the heart of the city.

Day 3: Montreal to Quebec City (Approx. 3 hours)

Morning:

• Breakfast: Enjoy a leisurely breakfast at L’Avenue, famous for its creative brunch dishes.
• Departure for Quebec City: After breakfast, hit the road to Quebec City. The drive is beautiful, especially as you approach the historic city.

Lunch:

• Arrive in Quebec City: Once you arrive, grab lunch at Le Chic Shack, known for its gourmet burgers and poutine.

Afternoon:

• Explore Quebec City: Spend your afternoon exploring the Old Quebec area, a UNESCO World Heritage site. Visit the iconic Château Frontenac and stroll along the Dufferin Boardwalk. Don’t forget to check out the quaint shops and cafes!

Evening:

• Dinner: For dinner, head to Restaurant Le Continental for a classic French dining experience.
• Stay: Book a night at Hotel Clarendon, located right in the heart of Old Quebec.

Tips for the Road:

• Make sure to have your playlists ready for the drive!
• Keep an eye out for scenic viewpoints along the way; the landscapes can be breathtaking.
• Don’t forget to take breaks and stretch your legs; it makes the journey more enjoyable!

This itinerary sets you up for a fantastic start to your road trip. You’ll get to experience the charm of Kingston, the vibrant culture of Montreal, and the historic beauty of Quebec City. Enjoy every moment, and safe travels! If you need more details for the next leg of your journey, just let me know!