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.

TOOR Hotel Toronto, part of JdV by Hyatt

Downtown Toronto

$762

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (912 reviews)

I loved everything about the hotel. The terrace was great to unwind! Lots of homeless in the area but I know the hotel can’t control that. We will book again!

Reviewed on Aug 16, 2026

Hotel Riu Plaza Toronto

Downtown Toronto

$967

per person

Oct 3 - Oct 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,297 reviews)

We stayed an extra night due to airline strike staff were fantastic didn’t need to change room everything was great so it was 3 nights we celebrated our 48th wedding anniversary and the staff helped find a nice restaurant Breakfast was good just a lot of people but always managed yo get a window table.

Reviewed on Aug 16, 2026

Shangri-La Toronto

Downtown Toronto

$2,611

per person

Oct 17 - Oct 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (1,324 reviews)

Loved the restaurants and bar

Reviewed on Aug 16, 2026

Revery Toronto Downtown, Curio Collection by Hilton

Downtown Toronto

$2,040

per person

Oct 17 - Oct 24

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (1,316 reviews)

The staff is very friendly and helpful. The room was clean and the bed was extremely comfortable! Walking distance to the stadium and to several restaurants! Valet was friendly and quickly retrieved our vehicle.

Reviewed on Aug 16, 2026

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5* Luxury vacations in Toronto Islands

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

1 Hotel Toronto

Downtown Toronto

$822

per person

Sep 26 - Sep 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (780 reviews)

Shangri-La Toronto

Downtown Toronto

$2,611

per person

Oct 17 - Oct 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (1,324 reviews)

Loved the restaurants and bar

Reviewed on Aug 16, 2026

Bisha, a Luxury Collection Hotel Toronto

Downtown Toronto

$1,459

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (1,004 reviews)

Beautiful, luxurious, and elegant is the vibe of this hotel. The customer service is exceptional. Every staff member went above and beyond to make sure we enjoyed our stay. Excellent location, great restaurants inside and close by. The rooftop pool was gorgeous. Definitely will return.

Reviewed on Aug 13, 2026

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3 Night Luxury vacations in Toronto Islands

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

Cambridge Suites Toronto

Downtown Toronto

$666

per person

Sep 21 - Sep 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.2/10 Wonderful! (8,435 reviews)

Great property

Reviewed on Aug 16, 2026

TOOR Hotel Toronto, part of JdV by Hyatt

Downtown Toronto

$769

per person

Sep 21 - Sep 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (912 reviews)

I loved everything about the hotel. The terrace was great to unwind! Lots of homeless in the area but I know the hotel can’t control that. We will book again!

Reviewed on Aug 16, 2026

Hotel Riu Plaza Toronto

Downtown Toronto

$761

per person

Sep 28 - Oct 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,297 reviews)

Reviewed on Aug 16, 2026

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See all available trips from Columbus to Toronto Islands

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4 Night Luxury vacations in Toronto Islands

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

TOOR Hotel Toronto, part of JdV by Hyatt

Downtown Toronto

$762

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (912 reviews)

I loved everything about the hotel. The terrace was great to unwind! Lots of homeless in the area but I know the hotel can’t control that. We will book again!

Reviewed on Aug 16, 2026

Hotel Riu Plaza Toronto

Downtown Toronto

$1,055

per person

Oct 21 - Oct 25

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,297 reviews)

Reviewed on Aug 16, 2026

1 Hotel Toronto

Downtown Toronto

$1,412

per person

Sep 23 - Sep 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (780 reviews)

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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 $666. 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.