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.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
Save 100% on your flight
$927
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (4,590 reviews)
1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
Save 100% on your flight
$1,551
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (789 reviews)
I brought my son to Toronto to watch the Yankees beat the Jays as a middle school graduation present. Unfortunately for us we did not see the Yankees win but the hotel was a huge win for us! Upon entering you are greeted by friendly staff and a relaxing aroma that really set the tone for our entire stay. Our room was wonderful. The older I get the less I handle traveling well because I find rooms to be dirty & very uncomfortable, I am the person who will typically clean the room myself upon arrival and I always stay at 4+ star hotels. As soon as I entered the room, everything just felt, looked & smelled clean. I had zero urge to clean (except the remote, which is a habit I will keep). The bed and pillows not only looked inviting, they were! Not too hard, not too soft for my aging body! There were eco-friendly elements everywhere, different woods sourced locally and the water on the entire property was filtered! Room service was very accommodating, one night we did not realize the time and ordered 3 minutes before closing. The gentleman was so kind, got our order to us and even remembered us the next time we ordered! Amazing! So many little things made this property worth every penny but I think what made it even more special was the little note and special treat they left for my son, congratulating him on his graduation! In this world today who does that?! They do! Highly recommend

Reviewed on Aug 30, 2026

Park Hyatt Toronto

Park Hyatt Toronto

Old Toronto
$2,564
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (1,015 reviews)
TOOR Hotel Toronto, part of JdV by Hyatt

TOOR Hotel Toronto, part of JdV by Hyatt

Downtown Toronto
$1,426
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (963 reviews)
Staff were kind and helpful. Newer hotel everything was up to date. Large windows in the room with a wonderful view of the city. Terrace on the 14th floor was a lovely hangout spot with comfortable chairs and an electric fire pit.

Reviewed on Aug 30, 2026

Modern Downtown Apartments

Modern Downtown Apartments

Downtown Toronto
$1,251
per person
Oct 5 - Oct 12
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.2/10 Very Good! (602 reviews)
Elevators were terrible. The pull out couch was broken so we had 2 kids that slept on the floor. Location and View was great but glad we only stayed one night.

Reviewed on Aug 24, 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

1 Hotel Toronto

Downtown Toronto
Save 100% on your flight
$1,551
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (789 reviews)
I brought my son to Toronto to watch the Yankees beat the Jays as a middle school graduation present. Unfortunately for us we did not see the Yankees win but the hotel was a huge win for us! Upon entering you are greeted by friendly staff and a relaxing aroma that really set the tone for our entire stay. Our room was wonderful. The older I get the less I handle traveling well because I find rooms to be dirty & very uncomfortable, I am the person who will typically clean the room myself upon arrival and I always stay at 4+ star hotels. As soon as I entered the room, everything just felt, looked & smelled clean. I had zero urge to clean (except the remote, which is a habit I will keep). The bed and pillows not only looked inviting, they were! Not too hard, not too soft for my aging body! There were eco-friendly elements everywhere, different woods sourced locally and the water on the entire property was filtered! Room service was very accommodating, one night we did not realize the time and ordered 3 minutes before closing. The gentleman was so kind, got our order to us and even remembered us the next time we ordered! Amazing! So many little things made this property worth every penny but I think what made it even more special was the little note and special treat they left for my son, congratulating him on his graduation! In this world today who does that?! They do! Highly recommend

Reviewed on Aug 30, 2026

Park Hyatt Toronto

Park Hyatt Toronto

Old Toronto
$2,564
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (1,015 reviews)
Fairmont Royal York Gold Experience

Fairmont Royal York Gold Experience

Downtown Toronto
$1,658
per person
Oct 23 - Oct 27
found 18 hours ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
9.4/10 Exceptional! (201 reviews)
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3 Night Luxury vacations in Toronto Islands

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

Modern Downtown Apartments

Downtown Toronto
$683
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
8.2/10 Very Good! (602 reviews)
Elevators were terrible. The pull out couch was broken so we had 2 kids that slept on the floor. Location and View was great but glad we only stayed one night.

Reviewed on Aug 24, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$1,014
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
9.6/10 Exceptional! (789 reviews)
I brought my son to Toronto to watch the Yankees beat the Jays as a middle school graduation present. Unfortunately for us we did not see the Yankees win but the hotel was a huge win for us! Upon entering you are greeted by friendly staff and a relaxing aroma that really set the tone for our entire stay. Our room was wonderful. The older I get the less I handle traveling well because I find rooms to be dirty & very uncomfortable, I am the person who will typically clean the room myself upon arrival and I always stay at 4+ star hotels. As soon as I entered the room, everything just felt, looked & smelled clean. I had zero urge to clean (except the remote, which is a habit I will keep). The bed and pillows not only looked inviting, they were! Not too hard, not too soft for my aging body! There were eco-friendly elements everywhere, different woods sourced locally and the water on the entire property was filtered! Room service was very accommodating, one night we did not realize the time and ordered 3 minutes before closing. The gentleman was so kind, got our order to us and even remembered us the next time we ordered! Amazing! So many little things made this property worth every penny but I think what made it even more special was the little note and special treat they left for my son, congratulating him on his graduation! In this world today who does that?! They do! Highly recommend

Reviewed on Aug 30, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
$720
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (4,590 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Toronto Islands
View all trips

4 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
Save 100% on your flight
$927
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (4,590 reviews)
1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
Save 100% on your flight
$1,551
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (789 reviews)
I brought my son to Toronto to watch the Yankees beat the Jays as a middle school graduation present. Unfortunately for us we did not see the Yankees win but the hotel was a huge win for us! Upon entering you are greeted by friendly staff and a relaxing aroma that really set the tone for our entire stay. Our room was wonderful. The older I get the less I handle traveling well because I find rooms to be dirty & very uncomfortable, I am the person who will typically clean the room myself upon arrival and I always stay at 4+ star hotels. As soon as I entered the room, everything just felt, looked & smelled clean. I had zero urge to clean (except the remote, which is a habit I will keep). The bed and pillows not only looked inviting, they were! Not too hard, not too soft for my aging body! There were eco-friendly elements everywhere, different woods sourced locally and the water on the entire property was filtered! Room service was very accommodating, one night we did not realize the time and ordered 3 minutes before closing. The gentleman was so kind, got our order to us and even remembered us the next time we ordered! Amazing! So many little things made this property worth every penny but I think what made it even more special was the little note and special treat they left for my son, congratulating him on his graduation! In this world today who does that?! They do! Highly recommend

Reviewed on Aug 30, 2026

One King West Hotel & Residence

One King West Hotel & Residence

Downtown Toronto
Save 100% on your flight
$1,012
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (8,419 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Toronto Islands
View all trips

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 $683. 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

$31
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

$54
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.