Toronto Islands Luxury Vacations 2026

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Top Luxury vacation packages in Toronto Islands

Price found within the past 48 hours. Click for updated prices.

Pickering Casino Resort Hotel

$506

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

9/10 Wonderful! (5,104 reviews)

1 Hotel Toronto

Downtown Toronto

$1,841

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (789 reviews)

Great spot!

Reviewed on Sep 1, 2026

Hotel Riu Plaza Toronto

Downtown Toronto

$683

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,590 reviews)

Dissapointed that 2 days our tea and coffee were not replensished

Reviewed on Sep 2, 2026

Elegant Downtown Apartments

Downtown Toronto

$680

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

8/10 Very Good! (714 reviews)

Clean room and walking distance to everything.

Reviewed on Sep 1, 2026

124 on Queen Hotel & Spa

Old Town Historic District

$597

per person

Oct 18 - Oct 21

found 17 hours ago

Roundtrip flight included

New York (NYC) to Toronto (YYZ)

9.6/10 Exceptional! (1,105 reviews)

124 on Queen is fabulous! The location is perfect - right on the main street of the heritage district. Perfect location for walking the town! And our room was lovely. New, super clean, well decorated, comfortable and quiet. We had a corner room, king, with a fireplace and sitting area, plus small kitchenette (sink, counter, fridge). And two TVs. The staff was very friendly! I would also recommend eating at the restaurant on site at least once. NOTL food and service was awesome.

Reviewed on Aug 31, 2026

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5* Luxury vacations in Toronto Islands

Price found within the past 48 hours. Click for updated prices.

Park Hyatt Toronto

Old Toronto

Save 100% on your flight

$937

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.2/10 Wonderful! (1,015 reviews)

1 Hotel Toronto

Downtown Toronto

$1,841

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (789 reviews)

Great spot!

Reviewed on Sep 1, 2026

Bisha, a Luxury Collection Hotel Toronto

Downtown Toronto

Save 100% on your flight

$1,391

per person

Oct 10 - Oct 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (1,006 reviews)

Great hotel with amazing staff that will do as much as possible to help you with whatever you need, Rooms are super clean and comfortable very worth the extra money

Reviewed on Sep 1, 2026

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3 Night Luxury vacations in Toronto Islands

Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Toronto

Downtown Toronto

$592

per person

Oct 9 - Oct 12

found 23 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,590 reviews)

Dissapointed that 2 days our tea and coffee were not replensished

Reviewed on Sep 2, 2026

1 Hotel Toronto

Downtown Toronto

$1,031

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

9.6/10 Exceptional! (789 reviews)

Great spot!

Reviewed on Sep 1, 2026

Modern Downtown Apartments

Downtown Toronto

Save 100% on your flight

$608

per person

Oct 4 - Oct 7

found 15 hours ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

8.2/10 Very Good! (608 reviews)

Check-in went great. The space was clean. We love the location. There were three of us and we only had towels for one person. I notified the Booking They responded a bit later that they would look into this and have someone bring some up for us. Unfortunately, we checked out before hearing anything back or receiving any additional towels. Upon checkout, I let the Booking know again that we didn't receive any towels. And they brought to they were in the dryer. I wish I had known that earlier. Two of us slept in the bed, which was a very hard mattress and one slept on the couch. The individual on the couch had a much better sleep.

Reviewed on Aug 31, 2026

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4 Night Luxury vacations in Toronto Islands

Price found within the past 48 hours. Click for updated prices.

The Waterside Inn

Port Credit

$542

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

New York (JFK) to Toronto (YYZ)

8.6/10 Excellent! (1,084 reviews)

Nice room. Comfortable bed. Great location.

Reviewed on Sep 1, 2026

1 Hotel Toronto

Downtown Toronto

Save 100% on your flight

$1,486

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (789 reviews)

Great spot!

Reviewed on Sep 1, 2026

Hotel Riu Plaza Toronto

Downtown Toronto

$719

per person

Nov 5 - Nov 9

found 22 hours ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,590 reviews)

Dissapointed that 2 days our tea and coffee were not replensished

Reviewed on Sep 2, 2026

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See all available trips from Columbus to Toronto Islands

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What can I expect from a luxury Toronto Islands vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Toronto Islands vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Toronto Islands?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Toronto Islands luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $506. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Toronto Islands?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Toronto Islands with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Toronto Islands?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Toronto Islands with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Toronto Islands with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.