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.
  • Jan 14 - Jan 17

    Union Hotel + Flight

    Downtown Toronto
    3 nights
    4.0 star property
    9.2/10 - Wonderful (2,884 reviews)
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YTZ • Nonstop YKF - BOS • 1 stop
    $737
    $541
    per traveler
    found 1 day ago
    Union Hotel
  • Dec 29 - Jan 3

    Cabbagetown Inn + Flight

    Downtown Toronto
    5 nights
    3.0 star property
    8.6/10 - Excellent (109 reviews)
    "Clean, good location friendly staff"
    Reviewed November 5, 2026
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YYZ • Nonstop YYZ - BOS • Nonstop
    $903
    $662
    per traveler
    found 1 day ago
    Cabbagetown Inn
  • Dec 29 - Jan 3

    One King West Hotel & Residence + Flight

    Downtown Toronto
    5 nights
    4.0 star property
    9.4/10 - Exceptional (8,857 reviews)
    "this day was great. We had stayed here overnight for a concert. It was very clean. They also had a vault that connects to the pathway. I believe to the shopping centers. Very good space view was nice. The pool they had was small we had waited until everybody was gone to try it out very warm whirlpool"
    Reviewed November 12, 2026
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YYZ • Nonstop YYZ - BOS • Nonstop
    $1,018
    $752
    per traveler
    found 1 day ago
    One King West Hotel & Residence
  • Jan 14 - Jan 17

    Hotel Riu Plaza Toronto + Flight

    Downtown Toronto
    3 nights
    4.0 star property
    9.4/10 - Exceptional (5,284 reviews)
    "Rooms are very small but they maximize the space."
    Reviewed November 12, 2026
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YTZ • Nonstop YKF - BOS • 1 stop
    $750
    $568
    per traveler
    found 1 day ago
    Hotel Riu Plaza Toronto
  • Dec 29 - Jan 3

    Hilton Toronto/Markham Suites Conference Centre & Spa + Flight

    Markham
    5 nights
    4.0 star property
    8.6/10 - Excellent (1,794 reviews)
    Roundtrip • Boston (BOS) - Toronto (YYZ)
    BOS - YYZ • Nonstop YYZ - BOS • Nonstop
    $861
    $657
    per traveler
    found 1 day ago
    Hilton Toronto/Markham Suites Conference Centre & Spa

Discover the most popular places to visit in Toronto Islands

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 $541. 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.