Plantrip
Sign In
Home
Tools
Create Itinerary
Step-by-Step Builder
Packing List
Travel Expert
Trip Cost Estimator
Weather Expert
Deals
Guides
Pricing
About
About Plantrip
News
Partner Dispatches
Help
Travel Glossary
Sign In
Home
14-Day Romantic Honeymoon Adventure in Oshawa, Ontario, Canada
Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Get new itinerary
Initializing...
0%
Cancel
Step 1 Outline Preview:
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
14-Day Romantic Honeymoon Adventure in Oshawa, Ontario, Canada
Viewed by 196 travelers
Save This Itinerary
Share
Day 1: Arrival & Exploration
Oshawa, Canada
9:00 AM
Breakfast at The Table
Start your first day at The Table with their famous breakfast burrito, setting the tone for a delightful culinary journey ahead.
Located in downtown Oshawa, easy walk from major hotels.
CAD 20, 1 hour
10:30 AM
Visit the Oshawa Museum
Dive into local history at the Oshawa Museum, where you’ll learn about the vibrant culture and history that shaped Oshawa.
Short drive to Lakeview Park where the museum is located.
CAD 10, 1.5 hours
1:00 PM
Lunch at The Cook's Place
Enjoy a delicious farm-to-table lunch at The Cook's Place, featuring local ingredients.
Just a quick drive from the museum.
CAD 30, 1 hour
3:00 PM
Walk in Lakeview Park
Stroll through Lakeview Park, soaking up the romantic surroundings and lakeside views.
Located adjacent to the museum.
Free, 1 hour
5:00 PM
Dinner at Ciao Amore
Savor an intimate dinner featuring exquisite Italian food in a cozy atmosphere.
Short drive back to downtown Oshawa.
CAD 60, 2 hours
Find Hotels in Oshawa
Day 2: Cultural Day in Toronto
Toronto, Canada
8:00 AM
Breakfast at Café Boulud
Have a delightful breakfast at Café Boulud with their high-end French cuisine style.
Drive to Toronto and park close to the restaurant.
CAD 40, 1.5 hours
10:00 AM
Royal Ontario Museum
Explore the Royal Ontario Museum, blending nature and culture with fantastic exhibits.
Short drive or public transport from the café.
CAD 23, 2 hours
12:30 PM
Lunch at Pizzeria Libretto
Dig into authentic Neapolitan pizza at Pizzeria Libretto.
Short walk from the museum.
CAD 25, 1 hour
2:00 PM
Distillery District Tour
Wander through the historic Distillery District, appreciating art galleries, shops, and local culture.
Take the streetcar from Pizzeria Libretto.
Free, 2 hours
5:00 PM
Dinner at Canoe
Experience fine dining at Canoe, renowned for its Canadian cuisine with stunning skyline views.
Short drive or taxi from Distillery District.
CAD 100, 2 hours
Find Hotels in Toronto
Day 3: Niagara Falls Adventure
Niagara Falls, Canada
8:00 AM
Breakfast at The Breakfast House
Fuel up with a hearty breakfast before starting your journey to Niagara Falls.
Drive 1.5 hours from Toronto to Niagara Falls.
CAD 30, 1 hour
10:00 AM
Visit Niagara Falls
Behold the stunning beauty of Niagara Falls; take a boat ride for an up-close experience.
Short walk from The Breakfast House.
CAD 30, 3 hours
1:30 PM
Lunch at Elements on the Falls
Dine with a view of the falls at Elements, letting the breathtaking scenery enhance your meal.
Located within walking distance of the falls.
CAD 50, 1.5 hours
3:00 PM
Journey Behind the Falls
Explore an exciting journey behind the majestic Niagara Falls.
Walk to the area for the tour.
CAD 17, 1 hour
5:00 PM
Dinner at Brasa on the Falls
Experience vibrant cuisine at Brasa while enjoying unique views of the falls illuminated at night.
Just a short walk from Journey Behind the Falls.
CAD 70, 2 hours
Find Hotels in Niagara Falls
Day 4: Wine Tasting in St. Catharines
St. Catharines, Canada
9:00 AM
Breakfast at Sunset Grill
Enjoy casual dining with delicious breakfast options before heading to wine country.
Drive to St. Catharines from Niagara Falls.
CAD 25, 1 hour
10:30 AM
Wine Tasting at Trius Winery
Experience world-class wines at Trius Winery through an intimate tasting tour.
Drive to Trius Winery; scheduled tours available.
CAD 25, 2.5 hours
1:00 PM
Lunch at The Deck at Trius
Alfresco dining at The Deck offers a beautiful vineyard backdrop while you enjoy fresh farm-to-table meals.
Located within Trius Winery.
CAD 40, 1.5 hours
3:00 PM
Visit Niagara-on-the-Lake
Explore the charming streets and boutiques of Niagara-on-the-Lake, a quaint and historic town.
Short drive from the winery.
Free, 2 hours
5:30 PM
Dinner at The Old Winery Restaurant
A cozy atmosphere paired with delightful Italian and local cuisine makes for a perfect dinner experience.
Short drive in Niagara-on-the-Lake.
CAD 55, 2 hours
Find Hotels in St. Catharines
Day 5: Culture & Nature in Hamilton
Hamilton, Canada
8:00 AM
Breakfast at The Burnt Tongue
Enjoy their famous soups and delicious breakfast offerings before you set off to Hamilton.
Drive to Hamilton from St. Catharines.
CAD 20, 1 hour
10:00 AM
Visit Royal Botanical Gardens
Immerse yourselves in nature at the beautiful Royal Botanical Gardens, with endless trails and stunning flora.
Short drive from breakfast spot.
CAD 15, 2.5 hours
1:00 PM
Lunch at Earth to Table Bread Bar
Experience fresh ingredients and delightful dishes in a rustic setting, fostering a love for local produce.
Nearby the botanical gardens.
CAD 28, 1.5 hours
3:00 PM
Explore Dundas Peak
Hike to Dundas Peak for a breathtaking view of the area, perfect for memorable photographs.
Drive to the trail entrance, parking available.
Free, 2 hours
5:30 PM
Dinner at The Heather Restaurant
Dine elegantly surrounded by nature, as The Heather offers fine dining and stunning views.
Drive back to Hamilton town.
CAD 75, 2 hours
Find Hotels in Hamilton
Day 6: Relaxing in Burlington
Burlington, Canada
9:00 AM
Breakfast at The Sunshine Doughnut Company
Indulge in freshly-baked doughnuts and coffee at this charming local favorite.
Drive to Burlington from Hamilton.
CAD 15, 1 hour
11:00 AM
Visit Spencer Smith Park
Relax and enjoy the scenic waterfront at Spencer Smith Park, perfect for a morning stroll.
Just a short drive or walk from breakfast.
Free, 1.5 hours
12:30 PM
Lunch at The Port House
Savor fresh seafood and local fare while enjoying beautiful lake views.
Located in the vicinity of the park.
CAD 40, 1.5 hours
2:00 PM
Burlington Art Gallery
Explore local art and contemporary exhibitions at the Burlington Art Gallery.
Just a short drive from The Port House.
CAD 5, 1.5 hours
5:00 PM
Dinner at rural Diner
Enjoy a cozy, homestyle dinner featuring local and seasonal dishes.
Short drive back to the city center.
CAD 30, 1.5 hours
Find Hotels in Burlington
Day 7: Nature and Shopping in Oakville
Oakville, Canada
8:00 AM
Breakfast at The Inspired Pantry
Savor the health-conscious menu at The Inspired Pantry, with local ingredients fueling your day.
Drive to Oakville from Burlington.
CAD 25, 1 hour
10:00 AM
Visit Bronte Creek Provincial Park
Explore the trails and beautiful scenery of Bronte Creek Provincial Park, a great escape for nature lovers.
Short drive from breakfast.
CAD 7, 3 hours
1:00 PM
Lunch at The Fig Kitchen
Enjoy a fresh, healthy lunch at The Fig Kitchen, which focuses on local ingredients and flavors.
Drive from the park to the restaurant.
CAD 30, 1.5 hours
3:00 PM
Shop at Oakville Place Mall
Spend your afternoon shopping at Oakville Place, where you’ll find a range of boutiques and stores.
Just a short drive from lunch.
Free, 2 hours
5:30 PM
Dinner at Hooligans
End your adventurous day with a delicious dinner at Hooligans, a charming spot with a lively atmosphere.
Short drive from the mall.
CAD 40, 2 hours
Find Hotels in Oakville
Day 8: City Discoveries in Mississauga
Mississauga, Canada
8:30 AM
Breakfast at Panera Bread
Enjoy a wholesome breakfast at Panera with fresh pastries and healthy options to kick off your day.
Drive to Mississauga from Oakville.
CAD 20, 1 hour
10:00 AM
Explore Port Credit
Wander the scenic shoreline and boutique shops of Port Credit, an enchanting waterfront community.
Short drive from the café.
Free, 2 hours
12:30 PM
Lunch at The Shore Grill
Indulge in fresh meals while enjoying views of the marina at The Shore Grill.
Short walk from the waterfront.
CAD 45, 1.5 hours
2:00 PM
Visit Living Arts Centre
Immerse yourself in the arts routine at the Living Arts Centre, showcasing galleries and performances.
Drive from lunch to the arts centre.
Free, 2 hours
4:30 PM
Dinner at The Keg Steakhouse + Bar
Enjoy a romantic dinner featuring prime cuts and classic steakhouse delicacies in stylish surroundings.
Drive to The Keg in Mississauga.
CAD 70, 2 hours
Find Hotels in Mississauga
Day 9: Island Getaway
Toronto Islands, Canada
8:00 AM
Breakfast at The Good Fork
Start your day with a satisfying breakfast nestled near the waterfront.
Take a ferry from downtown Toronto to the islands.
CAD 20, 1 hour
9:30 AM
Explore Toronto Islands
Spend the day biking and exploring the beautiful Toronto Islands, perfect for leisure.
Rent bikes available at the ferry terminal.
CAD 15, 4 hours
2:00 PM
Lunch Picnicking on the Beach
Pack a picnic lunch and enjoy it on the beach the island, soaking up the sun.
Bring your favorite snacks for convenience.
CAD 20, 1.5 hours
3:30 PM
Relax at Centre Island
Unwind at Centre Island with its sandy beaches and gardens, ideal for a quiet getaway.
Located within walking distance from previous activities.
Free, 2 hours
5:30 PM
Dinner at The Rectory Café
Conclude your island adventure with a cozy dinner at The Rectory, known for its relaxed atmosphere.
Short walk from Centre Island.
CAD 50, 2 hours
Find Hotels in Toronto Islands
Day 10: Return to Oshawa
Oshawa, Canada
9:00 AM
Breakfast at Lino's Italian Bakery
Enjoy authentic Italian pastries and coffee to kickstart your day.
Catch the ferry back to Toronto, then drive to Oshawa.
CAD 15, 1.5 hours
11:00 AM
Visit the Parkwood Estate
Explore the beautiful gardens and historical home at Parkwood Estate, a designated national historic site.
Short drive from the bakery.
CAD 12, 1.5 hours
1:00 PM
Lunch at The Stuttering John's
Casual dining with a diverse menu, perfect for a relaxed lunch in Oshawa.
Short drive from Parkwood Estate.
CAD 25, 1 hour
3:00 PM
Go to Oshawa Centre
Enjoy shopping or explore stores in Oshawa Centre, a hub of local and central shops.
Short drive from lunch location.
Free, 2 hours
5:30 PM
Dinner at The Keg Steakhouse + Bar
Delight in dinner that continues your culinary escape with classic steakhouse choices and a warm ambiance.
Drive to The Keg in Oshawa.
CAD 70, 2 hours
Find Hotels in Oshawa
Day 11: Day Trip to Whitby
Whitby, Canada
8:00 AM
Breakfast at Whitby Diner
Start your day with a hearty breakfast at the local diner well-loved for its classic meals.
Short drive from Oshawa to Whitby.
CAD 25, 1 hour
9:30 AM
Visit Whitby Waterfront Trail
Walk along the picturesque waterfront trail of Whitby, enjoying the views and fresh air.
Drive to the waterfront area.
Free, 1.5 hours
11:30 AM
Explore Heber Down Conservation Area
Enjoy the beautiful trails and nature at Heber Down, perfect for a tranquil escape.
Just a short drive from the waterfront.
CAD 5, 2 hours
2:00 PM
Lunch at Hooligans Restaurant
Casual dining that offers a variety of delightful meals to satisfy any cravings.
Drive back into the town center.
CAD 30, 1.5 hours
4:00 PM
Afternoon at Whitby Museum
Learn more about Whitby's history while enjoying local culture at the museum.
Short drive from lunch.
CAD 10, 1 hour
6:00 PM
Dinner at The Lake Grill
End the day with fresh fish and beautiful lakeside dining at The Lake Grill.
Short drive to the restaurant.
CAD 40, 2 hours
Find Hotels in Whitby
Day 12: Discover Ajax
Ajax, Canada
8:30 AM
Breakfast at Tim Hortons
Grab a quick breakfast and coffee from the well-loved Canadian chain, perfect for a day of exploring.
Drive to Ajax from Oshawa.
CAD 10, 0.5 hours
9:30 AM
Visit Ajax Waterfront Park
Stroll along the shores and enjoy the views at the lovely Ajax Waterfront Park.
Short drive from breakfast.
Free, 1.5 hours
11:30 AM
Explore the Ajax Downs
Experience live thoroughbred horse racing at Ajax Downs, a unique thrill of local culture.
Short drive from the park.
Free (if not racing day), 1.5 hours
2:00 PM
Lunch at The House of Wong
Enjoy delightful Chinese cuisine at The House of Wong, a local favorite.
Short drive to the restaurant.
CAD 25, 1.5 hours
4:00 PM
Visit Ajax Historical Centre
Learn about the rich history and culture of Ajax in this informative museum.
Short drive from lunch.
CAD 5, 1 hour
6:00 PM
Dinner at Mandarin Restaurant
An all-you-can-eat Chinese buffet perfect to indulge in a variety of flavors to conclude your day.
Drive to Mandarin Restaurant.
CAD 35, 2 hours
Find Hotels in Ajax
Day 13: Nature Retreat in Port Perry
Port Perry, Canada
8:00 AM
Breakfast at The Early Bird
Kickstart your day with a delightful breakfast at The Early Bird, known for their friendly service and fresh options.
Drive to Port Perry from Oshawa.
CAD 20, 1 hour
9:30 AM
Explore the Scugog River
Take a lovely walk or rent a kayak to explore the serene Scugog River.
Just a short walk from the breakfast location.
CAD 15, 2 hours
12:00 PM
Lunch at The Port Perry Golf and Country Club
Enjoy a delicious lunch with beautiful views of the golf course.
Short drive from the river.
CAD 30, 1.5 hours
2:00 PM
Visit the Port Perry Farmers Market
Delight in browsing the local arts and crafts, fresh produce, and unique finds at the farmers market.
Short drive from the golf club.
Free, 2 hours
5:00 PM
Dinner at The Rustic Kitchen
Settle in for an inviting dinner with home-cooked meals at The Rustic Kitchen.
Short drive back into Port Perry.
CAD 40, 2 hours
Find Hotels in Port Perry
Day 14: Final Day of Relaxation
Oshawa, Canada
9:00 AM
Breakfast at The Brunch Box
Top off your honeymoon with a delightful breakfast full of choices at The Brunch Box.
Short drive from most hotels in Oshawa.
CAD 25, 1 hour
10:30 AM
Relax at Oshawa Valley Botanical Gardens
Spend a peaceful morning wandering through the Oshawa Valley Botanical Gardens, an ideal spot for romance.
Drive or walk from breakfast: close by.
Free, 1 hour
12:00 PM
Lunch at The Local
Savor your last meal on this honeymoon adventure with a seasonal menu at The Local.
Short drive from the gardens.
CAD 40, 1.5 hours
2:00 PM
Visit the Canadian Automotive Museum
Explore the history of the automobile in Canada at this fascinating museum.
Drive to the museum from lunch.
CAD 12, 2 hours
5:00 PM
Farewell Dinner at The Keg Steakhouse + Bar
Conclude your romantic 14-day adventure with a memorable dinner at The Keg, sharing your favorite moments.
Short drive to The Keg.
CAD 70, 2 hours
Find Hotels in Oshawa
0
Travel Requirements
Local Sayings
Connectivity Info
Nearby Shopping
Accepted Currency + Payment Types
Safety
Cultural Norms + Etiquette
Health + Medical Facilities
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
More About Oshawa, ontario, Canada
Best Canada Travel Deals
Travel Deals
Itinerary created by
Plantrip Team
February 5, 2025
AI-assisted, human-reviewed
Plan Your Oshawa, ontario, Canada Trip
Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go
Unlock Unlimited Trips
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Upgrade to Plus
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Sign in to save this itinerary.
Sign Up
or
Sign In
Create a Free Account
Sign up for free to keep generating itineraries!
Sign Up Free
I already have an account
Trip Locations
Share Itinerary
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email