Toronto Islands Luxury Vacations

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Top Luxury vacation packages in Toronto Islands

Price found within the past 48 hours. Click for updated prices.
Modern Apartments in North York

Modern Apartments in North York

North York
$536
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Toronto (YYZ)
8.2/10 Very Good! (370 reviews)
Room was not as expected or as the pictures showed. I think there are many units offered there and I happened to get one of the older ones. The communication was swift only in relation to connecting payment and when I brought up my concerns I never got an answer.

Reviewed on Aug 26, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
$1,353
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (4,484 reviews)
Clean room and excellent staff.

Reviewed on Aug 28, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$2,396
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (789 reviews)
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

Downtown Toronto
$1,150
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,344 reviews)
Nice clean room. Awesome beds with nice comfy pillows and bedding. I like the idea of water stations and glass bottles in the room. Night staff were very engaging as well. A good two night stay.

Reviewed on Aug 28, 2026

TOOR Hotel Toronto, part of JdV by Hyatt

TOOR Hotel Toronto, part of JdV by Hyatt

Downtown Toronto
$1,260
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (963 reviews)
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5* Luxury vacations in Toronto Islands

Price found within the past 48 hours. Click for updated prices.
Bisha, a Luxury Collection Hotel Toronto

Bisha, a Luxury Collection Hotel Toronto

Downtown Toronto
$2,245
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (1,006 reviews)
If you are looking for a nice, upscale downtown boutique hotel in downtown Toronto, the Bisha is a good pick. Very hip and modern with black marble and pop culture artwork. Hats off to the staff who were all very helpful and friendly, especially the door staff, front desk and concierge. Only downside was the top floor restaurant that was a major letdown. Poor food and cocktails....someone needs to teach the bar staff how to make a proper old fashioned! It's a shame they are letting the great Instagram view be the only good thing...such potential! Our room was very spacious with an outdoor seating area that we really enjoyed. Everything was very clean, we also had a beautiful floating tub bathroom that was again, very spacious. I would stay here again but definitely go other places for good food and cocktails after getting outside pics upstairs.

Reviewed on Aug 26, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$2,396
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (789 reviews)
Park Hyatt Toronto

Park Hyatt Toronto

Old Toronto
$3,009
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (1,015 reviews)
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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

Hotel Riu Plaza Toronto

Downtown Toronto
$569
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (4,484 reviews)
Clean room and excellent staff.

Reviewed on Aug 28, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$1,111
per person
Nov 6 - Nov 9
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (789 reviews)
Shangri-La Toronto

Shangri-La Toronto

Downtown Toronto
$1,064
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,350 reviews)
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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

The Waterside Inn

Port Credit
$560
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.6/10 Excellent! (1,064 reviews)
This is a hotel that was great in its day, and needs some tlc to bring it back to its old grandeur. The location is great but that's about it. The entrance is difficult and the lobby set up is badly designed - getting in and out if more than one person is coming is a feat. The staff, the little we saw of them, at the front desk were not friendly nor helpful. We were supposed to get the Expedia VIP treatment, but what we got was an attitude. On top of that, there seems to be a policy in Canada to charge a security deposit of $400 on a paid room. I had never heard of such a thing, and what's the logic there? One of the appliances in the apartment wasn't working either. I wanted to like it, low floor view and balcony, but the unfriendliness really took the joy out of the stay. It's comfortable enough in the room, just don't expect a super friendly or pleasant experience.

Reviewed on Aug 27, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$1,369
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (789 reviews)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
$780
per person
Nov 5 - Nov 9
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (4,484 reviews)
Clean room and excellent staff.

Reviewed on Aug 28, 2026

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All you need to know about luxury vacations in Toronto Islands

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 $536. 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.

Things to do

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$31
per adult
92% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

$32
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
Toronto: Niagara Falls Tour with Boat Cruise and/or Journey

Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry

$62
per adult
98% of travellers recommend
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry
See all activities in Toronto Islands

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.