Waterfront | 22' Windows | Starlink | Kayaks

The Captain's Lookout | Waterfront Retreat in Tobermory

Originally owned by a Great Lakes ship captain, The Captain's Lookout overlooks Big Tub Harbour and Georgian Bay.

Watch boats drift through the harbour, enjoy spectacular sunsets from the wraparound deck, and stroll just one minute to Big Tub Lighthouse. Whether you're planning a family getaway or a peaceful escape, this waterfront retreat is the perfect base for exploring the Bruce Peninsula.

Guest Concierge: 9 am - 10 pm.
Onsite:: 9 am - 10 pm
24/Emergency Response
In-app messaging and responses

Tobermory is where crystal-clear waters meet dramatic cliffs, ancient forests, and shipwreck-filled harbours. Known as the Scuba Diving Capital of Canada and the gateway to Fathom Five National Marine Park, this iconic lakeside village blends rich maritime history, breathtaking natural beauty, and laid-back harbour charm—perfect for families, couples, and adventure seekers alike.

Big Tub Harbour is right outside your door, offering swimming, kayaking, paddleboarding, and snorkeling in one of Ontario’s clearest harbours, with historic shipwrecks visible beneath the surface. Just minutes away, the Big Tub Lighthouse (1885) provides spectacular sunset views and easy shoreline access.

The Fathom Five National Marine Park Visitor Centre is a short drive away and offers exhibits on shipwrecks and local geology, plus a lookout tower with sweeping views of the islands. From nearby Little Tub Harbour, take a glass-bottom boat tour to Flowerpot Island to hike trails, explore caves, and see the famous limestone sea stacks.

Bruce Peninsula National Park and the Grotto are within a 15-minute drive. The Grotto’s bright turquoise waters and dramatic cave are a must-see, with parking reservations required during peak season. Tobermory also marks the northern terminus of the Bruce Trail, Canada’s oldest and longest footpath, with access points at Little Cove and Cypress Lake for unforgettable coastal hikes.

Enjoy local favourites like Tobermory Brewing Company, Shipwreck Lee’s, and the Crowsnest Pub, all just minutes away. Downtown Tobermory offers artisan shops, outfitters, rentals, and sweet treats.

As part of a Dark Sky Preserve, Tobermory is ideal for stargazing—relax by the fire or shoreline and take in star-filled skies, with the chance to see the Northern Lights on clear nights.

With world-class nature, water adventures, hiking, dining, and unforgettable scenery all close at hand, Tobermory is the perfect base for exploring the Bruce Peninsula.

Contactless access
Secure digital door code provided in advance.

Designed to make the most of its incredible waterfront setting, the home combines spacious gathering areas with breathtaking views throughout.


Living Room
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The vaulted great room is the heart of the home, featuring:

• Floor-to-ceiling windows overlooking the water
• A stunning stone fireplace
• Comfortable recliner seating for relaxing after a day of exploring
• Bright, open spaces filled with natural light


Kitchen & Dining
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The fully equipped kitchen includes generous counter space, a large island, and skylights that brighten the space throughout the day.

Enjoy meals overlooking the lake before stepping directly onto the deck for coffee at sunrise or dinner as the sun sets over Georgian Bay.


Primary Suite (Main Floor)
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• King bed
• Private ensuite
• Peaceful waterfront views


Upper Level
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• King bedroom
• Queen bedroom
• Loft with pull-out sofa
• Full bathroom & jacuzzi tub

The cozy loft is the perfect place to read, play games, or simply take in the panoramic lake views.


Outdoor Living
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Outside, you'll find everything you need to enjoy the waterfront:

• Large wraparound deck
• Outdoor dining area
• Beautiful mature trees and landscaping
• Private waterfront access
• Incredible sunset views
• Front-row seat to boats entering and leaving Big Tub Harbour

Whether you're exploring the Grotto, hiking the Bruce Trail, taking a boat tour to Flowerpot Island, or simply relaxing by the water, The Captain's Lookout is an unforgettable home base for your Tobermory getaway.

Short-Term Accommodation Licence: STA-2026-150

A vehicle is recommended.
There is one Uber driver for the Peninsula - reserve in advance.

Planning to visit the stunning Bruce Peninsula National Park and the famous Grotto?

Here’s what you need to know:
1. Reservations are Required: To ensure you get the chance to explore The Grotto, make a parking reservation in advance on the Parks Canada website. Spots fill up quickly, especially during peak seasons, so booking early is essential. Walk-ins are not permitted.
2. Best Times to Visit: Early morning or late afternoon slots often provide a more tranquil experience, avoiding the midday crowds.
3. What to Bring: Pack comfortable walking shoes, water, snacks, and swimwear if you’re planning to take a dip.

Discover the Grotto at Bruce Peninsula.
Heading to the iconic Grotto? Here's the scoop:

Reserve Your Spot. Book your parking pass early on the Parks Canada website – spots fill up fast.
Best Time to Go: Beat the crowds by snagging an early morning or late afternoon time.
Pack Your Gear: Bring comfy shoes, water, snacks, and your swimsuit for an epic dip.
It’s a quick drive and totally worth it for those jaw-dropping views. Don’t miss out on this bucket-list adventure.

# Things to Do in the North Bruce Peninsula

The North Bruce Peninsula is known for its crystal-clear turquoise water, dramatic cliffs, and endless outdoor adventures. Whether you’re looking for relaxation, nature, or unique local experiences, there’s something for everyone.

# Explore Bruce Peninsula National Park
One of Ontario’s most breathtaking destinations, the park features rugged hiking trails, ancient cedar forests, and spectacular viewpoints along the Niagara Escarpment. Popular spots include the famous Grotto, Indian Head Cove, and Singing Sands Beach, where you can swim, relax, or enjoy peaceful shoreline walks.

# Hiking & Nature
The Bruce Trail runs through the peninsula and offers world-class hiking with stunning views of Georgian Bay. You’ll find everything from scenic lookout points to challenging backcountry routes, as well as opportunities for birdwatching, wildlife viewing, and mountain biking.

# Boat Tours & Flowerpot Island
From the charming harbour village of Tobermory, you can take boat tours to Flowerpot Island, known for its iconic rock formations, hiking trails, and historic lighthouse. Many tours also showcase the area’s famous shipwrecks beneath the clear blue water.

# Kayaking, Canoeing & Water Adventures
Paddle along the dramatic shoreline, explore hidden coves, or take guided tours past cliffs and lighthouses. The area is also popular for fishing, swimming, snorkeling, and scuba diving.

# Beaches, Sunsets & Relaxation
Enjoy quiet beaches and unforgettable sunsets over Lake Huron. Singing Sands, Sauble, and other nearby beaches offer warm, shallow water and family-friendly swimming, while the Georgian Bay side is known for its vibrant blue water and rocky shorelines.

# Local Shops, Dining & Festivals
Stroll through Tobermory’s waterfront for local shops, galleries, and restaurants. Throughout the year, the peninsula hosts events, cultural festivals, and community celebrations that highlight the region’s natural beauty and welcoming spirit.

Whether you’re here to adventure, unwind, or simply soak in the scenery, the North Bruce Peninsula offers a truly unforgettable experience in every season.