Thousand Islands Itinerary: How to Spend a Day or Weekend Exploring the Region

Plan the perfect Thousand Islands itinerary with scenic views, boat tours, cozy towns, and the best things to do in the Thousand Islands for a day or weekend getaway in Ontario.

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The first time I visited the Thousand Islands, I honestly wasn’t sure what to expect. I’d heard people mention boat tours and pretty views, but what I found was so much more than that — a region full of hidden trails, quiet coves, cideries tucked into the countryside, and some of the best brunch I’ve had in Ontario.

Since that first visit, I’ve been back more than once, each time discovering something new — kayaking through the islands, catching sunset views from the Thousand Islands Tower, or glamping in a Parks Canada O’Tentik Tent, falling asleep to the sound of the wind in the trees.

In this guide, I’m sharing my favorite way to explore the region, with a Thousand Islands itinerary perfect for a day trip or a cozy weekend escape. Whether you’re here for the views, the food, the adventure, or a little of everything, there’s something about this place that makes you want to slow down and stay a while.

Start planning your Thousand Islands itinerary!

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What to Know About the Thousand Islands

Before jumping into your kayak or hopping on a cruise, it helps to know a little about what makes the Thousand Islands so special — and trust me, it’s more than just pretty views.

A Place Where Land Meets Water in the Most Magical Way

The Thousand Islands region is actually made up of over 1,800 islands (yes, way more than a thousand!), scattered across the St. Lawrence River between southeastern Ontario and northern New York. To count as an island, each one has to stay above water year-round and support at least one living tree, which explains why you’ll see everything from tiny, tree-topped rocks to full-blown islands with castles and cottages.

It’s the Ancient Bones of the Earth

Geologically, this area is part of the Canadian Shield, one of the oldest rock formations on Earth, dating back over a billion years. The rugged, granite bedrock you see poking through the water is what gives the region its dramatic, wild beauty. These rocks were shaped by glaciers during the last Ice Age, which carved out deep channels and left behind the mosaic of islands we see today.

A Crossroads of History

For centuries, this area was a vital travel route for Indigenous peoples, including the Haudenosaunee and Anishinaabe, who used the river for transportation and trade. Later, during the 18th and 19th centuries, the Thousand Islands became a strategic spot during colonial conflicts, including the War of 1812.
Fast forward to the Gilded Age, and the region turned into a playground for the rich — you can still visit Boldt Castle, an actual castle built on Heart Island by a millionaire as a romantic gift for his wife (tragically, she passed away before it was completed, classic heartbreaking twist).

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Best Time to Visit the Thousand Islands

The Thousand Islands are beautiful year-round, but let’s be honest — some seasons hit differently depending on what kind of experience you’re after.

Late Spring to Early Fall (May to October): The Sweet Spot

This is hands-down the best time to visit if you want the full experience — kayaking, boat tours, hiking, brunch patios, helicopter rides, the whole thing.

September and early October: My personal favorite. The water’s still warm, the summer crowds thin out, and the fall colours start to sneak in. It’s peaceful, golden, and ideal for a weekend escape.

May and June: Everything starts to come alive. Fewer crowds, fresh green views, and cool weather perfect for hiking and exploring.

July and August: Peak season. Expect warm weather, vibrant activity on the river, and all the local spots in full swing. Yes, it’s busy, but also super fun.

Winter (November to April): Quiet, but Limited

Many of the classic Thousand Islands activities (like cruises or kayaking) shut down for the season, and some restaurants and accommodations go into hibernation. That said, if you’re into winter hiking, or just want a peaceful off-the-grid vibe, it can be a beautiful time to visit – just lower your expectations for things to do and lean into rest mode.

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Thousand Islands Itinerary: For a Day Trip

Only have one day to explore the Thousand Islands? Don’t worry — you can still pack in some amazing views, a bit of adventure, and good food without feeling like you’re racing the clock. Here’s a relaxed, realistic itinerary that hits the highlights:

Morning: Brunch + Paddle Adventure

Start your day in Gananoque, the perfect gateway to the islands.

• Brunch at Laverne’s Eatery: This cozy downtown spot is a local favourite for a reason — everything is fresh, homemade, and perfect for fueling up before your day.
• Kayak with 1000 Islands Kayaking: After brunch, head down to the waterfront for a guided kayak tour. You’ll get up close with the islands, paddle past hidden coves, and maybe even spot a heron or two. Tours usually last 2–3 hours, which leaves you time for more exploring afterward.

Afternoon: Views + a Taste of Local Flavour

• Landon’s Bay Lookout Hike: This short trail (less than 30 minutes round trip) rewards you with beautiful views over the river and islands — and it’s only a short drive from downtown Gananoque.
• Visit the Thousand Islands Tower: A quick 10-minute drive away, the tower gives you a full panoramic view of the region. You can take an elevator up and soak it all in without much time or effort.

If you’re feeling snacky or just want to chill before heading home:

• Stop at Arbru Brewery for a wood-fired pizza and a craft beer under the trees.
• Or check out BUSL Cidery, a little further out, for crisp apple or berry cider with a beautiful orchard view.

Want a Swap Option?

If you’d rather stay on the water instead of hiking or climbing the tower, trade the afternoon stops for a cruise with City Cruise in Gananoque. It’s a super relaxing way to learn about the islands and soak in the scenery from the deck.

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Thousand Islands Itinerary: For a Weekend

If you have two full days to explore the Thousand Islands, you’re in for a treat. This itinerary mixes low-effort adventures with good food, great views, and plenty of time to slow down and soak it all in.

Day 1: Water, Views, and Local Flavours

Morning

• Start with brunch at Laverne’s Eatery in Gananoque.
• Head to the waterfront for a guided kayaking tour with 1000 Islands Kayaking. Paddle between islands, glide past historic cottages, and enjoy the calm of the St. Lawrence River.

Afternoon

• Grab a casual lunch or snack and drive to Landon’s Bay Lookout for a short but rewarding hike.
• Then head over to the Thousand Islands Tower for panoramic views across Ontario and New York State — it’s one of the best ways to understand just how vast and beautiful the region really is.

Evening

• Settle in for dinner and drinks at Arbru Brewery — chill patio vibes, wood-fired pizza, and local beer brewed on site.
• Stay overnight in a Parks Canada O’Tentik Tent, nestled right in the forest or by the water. It’s the perfect cozy glamping experience — just enough comfort, but still very much outdoors.

Day 2: Day 2: Castles, Cruises, and Cider (and a View from the Sky)

Morning

• Kick off the day with coffee and a light breakfast at your campsite (or grab something quick in Gananoque).
• Drive to Rockport for a 1-hour cruise with Rockport Cruises. Glide past charming cottages, lighthouses, and even Boldt Castle on the U.S. side (no passport needed if you’re just cruising).

Late Morning or Early Afternoon

• Head to Fly Thousand Islands for a scenic helicopter tour. It’s a short ride (usually around 10–15 minutes), but the views are absolutely next level — you’ll see the islands like tiny jewels scattered across the river.

Pro tip //  Book ahead and check the weather — the light is gorgeous mid-morning or around golden hour.

Afternoon

• Celebrate that sky-high moment with a refreshing visit to BUSL Cidery. Sip on fruit-forward ciders in the orchard and take a breather.
• Optional: Stop by a local artisan shop in Gananoque or take a mini road trip along the 1000 Islands Parkway for more views.

Evening

If you’re heading home, wrap up with a relaxed early dinner or takeout picnic by the water. If you’re staying another night, maybe a second round at Arbru Brewery or a cozy restaurant dinner in town.

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Top Things to Do in the Thousand Islands

Go Kayaking with 1000 Islands Kayaking

If you want to feel in the islands rather than just looking at them, kayaking is the way to go. The guided tours from Gananoque are beginner-friendly, super scenic, and let you paddle past quiet bays, wildlife, and even sunken ships (yes, really).

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See It All from Above with Fly Thousand Islands

This is your “treat yourself” moment — a short helicopter ride with jaw-dropping views over the St. Lawrence River. You’ll see just how many islands there are (spoiler: over 1,800), and it gives you a whole new appreciation for the region’s geography.

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Take a Cruise with City Cruise

If you’d rather sit back and let someone else do the navigating, hop on a 1-hour sightseeing cruise. It’s a great way to hear the stories behind the islands (Boldt Castle! Pirate legends!) while floating through some of the most scenic parts of the river.

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Hike to Landon’s Bay Lookout

This short trail just outside Gananoque is perfect if you’re short on time but still want a solid view. It’s an easy walk with a great reward — the kind of trail that makes you feel like you earned your cider.

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Climb the Thousand Islands Tower

Okay, technically you take an elevator, but the views at the top are chef’s kiss (or whatever the non-cheesy equivalent is). You get a 360° lookout over both Canada and the U.S., and on a clear day, it goes forever.

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Where to Eat?

Laverne’s Eatery (Gananoque) | A cozy, go-to brunch spot known for its fresh, creative plates and welcoming small-town vibe.

Arbru Brewery (Mallorytown) | Wood-fired pizza, craft beer, and a relaxed outdoor setting make this the perfect post-adventure hangout.

Panache Bakery & Café (Gananoque) | A charming stop for fresh pastries, sandwiches, and coffee — ideal for a quick bite or a sweet treat.

BUSL Cidery (Mallorytown) | Sip on unique fruit-infused ciders with orchard views and light seasonal snacks in a peaceful countryside setting.

Riva (Gananoque) | An elevated, Italian-inspired dining experience with seasonal dishes and a cozy-chic atmosphere — perfect for a weekend dinner.

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Where to Stay?

Parks Canada O’Tentik Tents (Thousand Islands National Park) | These canvas-walled A-frame cabins offer a cozy mix of camping and comfort — think real beds, a waterfront setting, and no tent to set up.

48 King West Boutique Hotel (Brockville) | A charming boutique stay with stylish suites, French press coffee, fireplaces, and some rooms featuring rooftop patios and private hot tubs.

Charleston Lake Provincial Park Yurts (Athens) | Rustic but comfy, these heated yurts give you front-row access to nature and are perfect if you want a peaceful base with a twist.

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Tips for Planning Your Trip

• Book popular activities in advance : Kayaking tours, boat cruises, and helicopter rides can fill up fast in summer and fall — it’s worth booking ahead, especially on weekends.
• Start early if you’re day-tripping : The region is more spread out than it seems on the map, and there’s a lot to see — starting early lets you soak in more without rushing.
• No passport needed (unless you’re visiting Boldt Castle) : Most tours stay on the Canadian side, but if you plan to visit Boldt Castle, even just for a stop, you’ll need your passport, it’s in U.S. waters!
• Pack snacks or a picnic : Some of the best views are in nature or on the water, and having a few snacks on hand makes it easy to enjoy a spontaneous riverside break.
• Use the 1000 Islands Parkway : This scenic drive between Gananoque and Brockville is part of the magic — tons of viewpoints, picnic spots, and quiet pull-offs along the river.

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Final Thoughts: Why the Thousand Islands Belong on Your Ontario Bucket List

The Thousand Islands is one of those places that quietly surprises you. It doesn’t scream for attention — but once you’re there, paddling between tree-topped islands, watching the sunset from a lookout, or sipping cider with a view, it sticks with you.

What I love most is how much variety you can pack into one visit. You can be out on the water in the morning, exploring a trail by lunch, and unwinding at a cozy brewery by dinner — all without rushing. It’s an easy escape from the city, but it feels like you’ve traveled way further.

So if you’re looking for a weekend getaway that blends nature, history, good food, and that feeling of slowing down just enough to actually enjoy it all… the Thousand Islands should absolutely be on your Ontario bucket list.

Looking for more Ontario travel ideas? Check out my other blog posts for itineraries, hiking trails, and hidden gems across the province!

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