Canandaigua

Day Trips

Make the most of your day with our curated plans, packed with Canandaigua's hidden gems and unique experiences!

day 1
Exploration of Canandaigua Lake
morning
:

Start your adventure by enjoying a leisurely breakfast at a lakeside café, where you can sip coffee while soaking in breathtaking views of Canandaigua Lake. After your meal, embark on a paddleboarding or kayaking session to explore the serene waters and get a workout simultaneously. The calm morning is the perfect time to enjoy the beauty of nature and possibly spot some local wildlife.

afternoon
:

After your water activities, visit the Canandaigua Farmers' Market for a taste of local produce and homemade goods. Stroll through the vibrant town center and browse the unique shops and galleries that showcase local artisans. Take a relaxing break at one of the picturesque parks along the lake, enjoying a picnic with your farmer's market finds.

evening
:

As the sun begins to set, make your way to a waterfront restaurant for a delightful dinner featuring regional cuisine. Enjoy the beautiful twilight views along the shore while savoring a meal made from fresh, local ingredients. After dinner, take a peaceful sunset stroll along the lake to reflect on your day's adventures.

day 2
Historical Sites and Culture
morning
:

Begin your day with breakfast at a charming bistro before visiting the CMAC, the Constellation Brands-Marvin Sands Performing Arts Center. Not only can you soak in the arts, but you also might catch a glimpse of a rehearsal or performance that showcases local talent. Engaging with the center can give you insight into the cultural heartbeat of Canandaigua.

afternoon
:

Afterwards, dedicate your afternoon to exploring the Ontario County Historical Society and Museum, where you can delve into the rich local history through exhibits and artifacts. This immersive experience is a great way to understand the heritage of the area and its role in broader American history. Take your time to absorb the stories that have shaped this beautiful region.

evening
:

Conclude your cultural day with dinner at a local restaurant known for its creative interpretation of classic dishes. You might want to catch a live performance at CMAC if you didn't earlier, enjoying a show under the stars. Experience the lively atmosphere as you share your favorite parts of the day with travel companions.

day 3
Outdoor Adventures
morning
:

Kickstart your morning with a hearty breakfast at a local diner before lacing up your hiking boots to explore the stunning trails of the nearby Naples Town Park. The park offers a variety of hiking paths nestled in the lush surroundings of the Finger Lakes region, perfect for nature enthusiasts. The fresh air and varying terrains make for an invigorating experience.

afternoon
:

After your morning hike, take a scenic drive to the nearby Bristol Mountain for an exhilarating afternoon of zip-lining and aerial adventures. The breathtaking vistas from the treetops will leave you in awe of the natural beauty surrounding Canandaigua. Grab lunch at the base before heading out to conquer the ropes courses and zip-lines.

evening
:

Wrap up your adventurous day with a visit to a cozy lakeside restaurant, where you can dine under the stars with the tranquil sounds of the lake nearby. Share stories of your day's thrills, and if the weather permits, enjoy a bonfire by the lakeshore. Relaxation is the perfect end to a day filled with adrenaline and fun.

day 4
Wine and Dine Experience
morning
:

Start your day with a leisurely breakfast at a popular spot known for its gourmet offerings, fueling you for a day of wine tasting. Following breakfast, take a scenic drive along the Finger Lakes Wine Trail, where the picturesque vineyards line the roads. Experience the morning light reflecting off the vineyards while you sample exquisite wines directly from the source.

afternoon
:

Spend your afternoon touring several renowned wineries, such as Canandaigua Wine Company and Casa Larga Vineyards, enjoying tastings paired with artisanal cheeses and light bites. Learn about the winemaking process from local experts who share their passion and knowledge about the region's unique terroir. The friendly ambiance at the wineries makes for a delightful social experience.

evening
:

End your day with a reservation at a fine dining restaurant renowned for its wine pairings, where you can further indulge in local flavors. Sample dishes crafted from fresh ingredients, each thoughtfully paired with regional wines that enhance your dining experience. Reflect on your day of culinary exploration and perhaps pick up a bottle or two from the wineries to take home.

day 5
Art and Creativity Day
morning
:

Ease into your morning with a delightful brunch at a local café, before visiting the Rochester Contemporary Art Center to embrace inspiration and creativity. Viewing diverse art styles will expand your perspective and provide an enriching start to the day. Make sure to take notes on your favorite pieces to discuss later!

afternoon
:

Participate in a hands-on art workshop, available at various studios in Canandaigua, where local artists guide you in creating your own masterpieces. Getting your hands dirty with paint or clay can be a liberating experience and allows you to tap into your creative side. Share laughter and conversation with fellow participants, making it a fun and memorable afternoon.

evening
:

Celebrate your artistic accomplishments with dinner at a restaurant that doubles as an art gallery, allowing you to admire local artwork while you dine. The ambiance will inspire lively discussions about your creative endeavors throughout the day. After dinner, take a walk to the nearby art installations or murals scattered around town to appreciate the vibrant local art scene.

day 6
Nature and Relaxation
morning
:

Begin your day with a peaceful breakfast at a café overlooking the lake, providing the perfect atmosphere for reflection and relaxation. Afterward, embark on a guided nature walk led by knowledgeable local guides who can share insights about the flora and fauna of the Finger Lakes region. Immerse yourself in the serenity that nature offers as you disconnect from the hustle and bustle.

afternoon
:

Spend the afternoon at a local spa indulging in rejuvenating treatments that harness the calming effects of nature. Choose from massages, facials, or aromatherapy, with options that feature locally sourced products for an authentic experience. Your body and mind will feel refreshed, ready to embark on new adventures later.

evening
:

As the day winds down, savor a vibrant dinner at a farm-to-table restaurant, where local ingredients shine in every delectable dish. Enjoy the cozy ambiance adorned with candles while you reminisce about your peaceful day in nature. Conclude the evening with a visit to a local winery, tasting their offerings and capturing the essence of Canandaigua in a glass.

day 7
Family Fun and Activities
morning
:

Kick off your day with a family-friendly breakfast at a local café, where everyone can choose from an array of tasty options. After fueling up, head to Roseland Waterpark for a fun-filled morning splashing and sliding at the waterpark's attractions. The laughter and excitement create a joyful atmosphere for family bonding.

afternoon
:

After the waterpark, take a family ride on a boat or rent bicycles to explore the scenic trails around the lake. Play games at one of the nearby parks, where the kids can run freely and enjoy outdoor activities while you unwind. This quality time together strengthens family connections through shared experiences and laughter.

evening
:

For dinner, enjoy a relaxed meal at a family-friendly restaurant that offers kid-friendly options and a warm atmosphere. After dinner, consider a sunset paddleboat ride on the lake, creating delightful memories as the sun sets over the water. Share highlights from the day and appreciate how fun adventures solidify family bonds.

day 8
Shopping and Leisure
morning
:

Enjoy a leisurely breakfast at a local brunch spot known for its hearty fare and friendly service. After breakfast, head to the Canandaigua Outlet for a shopping spree where you can find great deals on a variety of brands and boutiques. Take your time to browse, enjoying the thrill of discovering unique treasures.

afternoon
:

After shopping, have lunch at a nearby diner before visiting the Canandaigua City Pier for leisurely waterfront activities and relaxation. Bring a camera to capture the picturesque views, and perhaps even take part in a local fishing expedition. The afternoon is perfect for soaking up the sun and enjoying the simple pleasures of life.

evening
:

Wrap up your day with a casual dinner at a lively pub that often features local live music or entertainment. Enjoy the vibrant atmosphere while sharing stories from your shopping adventures and waterfront activities with your companions. As the evening draws to a close, relish the memories of a fulfilling day well spent.

day 9
Culinary Delights Tour
morning
:

Start your morning with a gourmet breakfast at a café known for its creative dishes and locally sourced ingredients. After breakfast, join a food tour exploring the culinary scene in Canandaigua, where you can taste delicious samples from local eateries while learning about the region's food history. The combination of delightful flavors and fascinating stories enriches your experience.

afternoon
:

Participate in a cooking class where a local chef guides you through preparing a delightful dish, emphasizing seasonal and regional produce. Not only will you sharpen your culinary skills, but you'll also connect with fellow food enthusiasts sharing this delightful experience. Share your creations, connecting them back to the flavors discovered on your food tour.

evening
:

Conclude your culinary journey with an elegant dinner at a farm-to-table restaurant, celebrating all that you learned throughout the day. Tastefully paired wines or local craft beers will elevate your dining experience, each sip complementing the carefully crafted dishes. Reflect on your delicious day while enjoying the ambiance of this culinary gem in Canandaigua.

day 10
Relax and Reflect Day
morning
:

Start your final day with a quiet breakfast at your accommodation or a nearby café, enjoying a leisurely pace as you savor every bite. Gather your thoughts and plan what highlights and experiences from your trip you'd like to reflect on for years to come. Take a nature walk or find a quiet spot by the lake to get in touch with your feelings and experiences.

afternoon
:

Spend your afternoon revisiting your favorite spots, whether it's a shop, park, or vineyard, to embrace the moments that made your trip special. Consider taking a few last photos to capture the essence of Canandaigua that will remind you of this extraordinary visit. Enjoy a lovely farewell lunch at a preferred eatery, savoring every morsel.

evening
:

As the sun sets, gather with your travel companions for a nostalgic dinner where you can share your favorite moments and discuss your next adventures. End your trip with a toast to the memories created and the beauty of Canandaigua. Allow the evening to linger as you feel grateful for the experiences shared and the connections deepened.

Discover Canandaigua

Read more in our Canandaigua 2025 Travel Guide.

Canandaigua Travel Guide