A bridge with people walking, surrounded by greenery and a body of water.

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.
  • A multi-story hotel with a modern design, featuring balconies on each floor and a central entrance.
    Jan 14 - Jan 18

    The Waterside Inn + Flight

    Port Credit
    4 nights
    3.5 star property
    8.6/10 - Excellent (1,160 reviews)
    Roundtrip • New York (JFK) - Toronto (YYZ)
    JFK - YYZ • Nonstop YYZ - JFK • 1 stop
    $725
    $492
    per traveler
    found 12 hours ago
    The Waterside Inn
  • A modern kitchen with wooden stools, a dining area with a white sofa, and a large window providing a view of the city.
    Jan 15 - Jan 19

    1 Hotel Toronto + Flight

    Downtown Toronto
    4 nights
    5.0 star property
    9.6/10 - Exceptional (866 reviews)
    "."
    Reviewed November 3, 2026
    Roundtrip • Miami (MIA) - Toronto (YYZ)
    MIA - YYZ • Nonstop YYZ - FLL • 1 stop
    $1,685
    $1,067
    per traveler
    found 1 day ago
    1 Hotel Toronto
  • A modern high-rise building with a curved facade and multiple floors.
    Jan 25 - Jan 30

    StaysToronto + Flight

    Downtown Toronto
    5 nights
    3.5 star property
    8.6/10 - Excellent (65 reviews)
    "We enjoyed our stay. Everything was exactly as described."
    Reviewed November 4, 2026
    Roundtrip • Los Angeles (LAX) - Toronto (YYZ)
    LAX - YYZ • Nonstop YYZ - LAX • Nonstop
    $1,155
    $874
    per traveler
    found 1 day ago
    StaysToronto
  • A hotel room with a bed, a sofa, a dining table with chairs, and a brick wall.
    Jan 14 - Jan 18

    Cabbagetown Inn + Flight

    Downtown Toronto
    4 nights
    3.0 star property
    8.6/10 - Excellent (108 reviews)
    "Super clean, and fantastic location to explore the city on foot. Also easy access to the Streetcars, and grocery stores. Communication could have been better - several messages on platform have gone unanswered - but the staff on site were super helpful. Room (203) was finished to a fairly high standard, although if you are a light sleeper you may benefit from some ear plugs as you face onto fairly busy road, and the dividing wall/ filled door to the next room is pretty thin. Some fantastic..."
    Reviewed October 30, 2026
    Roundtrip • Los Angeles (LAX) - Toronto (YYZ)
    LAX - YYZ • Nonstop YYZ - LAX • Nonstop
    $800
    $608
    per traveler
    found 1 day ago
    Cabbagetown Inn
  • A modern living room with a stone wall, a fireplace, and a blue sofa.
    Jan 13 - Jan 17

    Sandman Signature Mississauga Hotel + Flight

    Northeast Mississauga
    4 nights
    4.0 star property
    8.8/10 - Excellent (4,345 reviews)
    Roundtrip • New York (EWR) - Toronto (YYZ)
    EWR - YYZ • 1 stop YYZ - EWR • 1 stop
    $1,226
    $936
    per traveler
    found 9 hours ago
    Sandman Signature Mississauga Hotel

Discover the most popular places to visit in Toronto Islands

William Meany Maze

Enjoy an outing to William Meany Maze during your stay in Toronto.
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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 $492. 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.