A rocky coastline with a clear blue sky and calm sea.

Hermit Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Hermit Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 24 - Dec 29

    Portland Harbor Hotel + Flight

    Downtown Portland
    5 nights
    4.0 star property
    9.2/10 - Wonderful (1,863 reviews)
    "Great location and spacious rooms. We brought our dog too! Loved grabbing a pre dinner drink and sitting by the cozy fireplace."
    Reviewed November 4, 2026
    Roundtrip • Toronto (YTO) - Portland (PWM)
    YYZ - PWM • 1 stop PWM - YYZ • 1 stop
    CA $1,382
    CA $1,155
    per traveller
    found 1 day ago
    Portland Harbor Hotel
  • Dec 24 - Dec 29

    The Docent's Collection at 121 Middle Street + Flight

    Downtown Portland
    5 nights
    3.5 star property
    9.6/10 - Exceptional (427 reviews)
    Roundtrip • Toronto (YTO) - Portland (PWM)
    YYZ - PWM • 1 stop PWM - YYZ • 1 stop
    CA $2,112
    CA $1,579
    per traveller
    found 1 day ago
    The Docent's Collection at 121 Middle Street
  • Dec 24 - Dec 29

    Inn By The Sea + Flight

    Cape Elizabeth
    5 nights
    4.0 star property
    9.6/10 - Exceptional (345 reviews)
    Roundtrip • Toronto (YTO) - Portland (PWM)
    YYZ - PWM • 1 stop PWM - YYZ • 1 stop
    CA $1,762
    CA $1,476
    per traveller
    found 1 day ago
    Inn By The Sea
  • Dec 24 - Dec 29

    Blind Tiger Portland - Danforth Street. + Flight

    West End
    5 nights
    3.5 star property
    9.6/10 - Exceptional (204 reviews)
    Roundtrip • Toronto (YTO) - Portland (PWM)
    YYZ - PWM • 1 stop PWM - YYZ • 1 stop
    CA $2,208
    CA $1,934
    per traveller
    found 1 day ago
    Blind Tiger Portland - Danforth Street.
  • Dec 24 - Dec 29

    Portland Regency Hotel & Spa + Flight

    Downtown Portland
    5 nights
    3.5 star property
    9.4/10 - Exceptional (1,807 reviews)
    "Staff at the reception was not very warm and friendly at both check in and check out. However the valet staff and lounge staff were very kind and hospitable."
    Reviewed November 4, 2026
    Roundtrip • Toronto (YTO) - Portland (PWM)
    YYZ - PWM • 1 stop PWM - YYZ • 1 stop
    CA $1,354
    CA $1,189
    per traveller
    found 1 day ago
    Portland Regency Hotel & Spa

Hermit Island Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

How much does a Hermit Island vacation package cost?

We make it easy for everyone to travel, with Hermit Island vacation packages starting from as low as CA $1,155. You'll have the flexibility to bundle your favorite hotels, airlines and car rental. For the ultimate escape, why not add some tours and experiences to your travel itinerary?

How do I get a cheap travel package to Hermit Island?

Bundling your flight and hotel with Expedia won't just save you time — it'll save you a nice amount too. A Hermit Island vacation package makes it a breeze to arrange your ideal trip. With more than 550 airlines across the world to pick from, finding convenient flights that suit your schedule won't be a problem. On top of that, we've got over 1,000,000 hotel options globally to select from. Now that's what you call choice. No matter who you are, Expedia can show you the world.

How far in advance should I book my Hermit Island vacation?

You'll be rewarded with the biggest variety at the cheapest prices by booking your vacation to Hermit Island nice and early. Air carriers usually release flights anywhere up to a year before departure, so reserve your spot as soon as possible. Having said that, Expedia is dedicated to providing you with the best deals around, so there's never a bad time to book your dream vacation!

What does an Expedia Hermit Island travel package include?

That depends on what kind of escape you're contemplating. Hermit Island vacation deals can include hotels, flights and car rentals. You can mix and match to find the travel package that suits your budget and style. You can also add on activities and experiences after you've booked to pick up even bigger discounts.

What should I know before booking a Hermit Island travel package?

When you book your flights, hotels and car rentals together, you'll land awesome discounts. Whether you're organizing a wilderness getaway in a cabin or want to stay in a cozy apartment in the city, Expedia can make it happen for less.

Can I choose my airline with a Hermit Island Expedia vacation package?

Expedia has access to more than 550 airline partners globally, so you definitely can. Simply select your preferred air carrier and create the perfect Hermit Island trip.

If I'm not able to travel, can I cancel my Hermit Island vacation package?

Certainly, and we're here to help. You may be able to cancel or change your Hermit Island vacation package for free if you booked in the last 24 hours. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If life throws you a curveball, look up our Customer Service Portal for further information.

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