Plum Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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

Top Plum Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $1,388, price is now CA $903 per person
CA $903
per person
Jun 15 - Jun 17
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
Excellent experience- clean and very helpful staff

Reviewed on Mar 9, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,219, price is now CA $1,977 per person
CA $1,977
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
Classic luxury, a true five-star experience. Spectacular Boston Harbor views, top-notch staff, extra-comfortable bedding, rainfall shower.

Reviewed on Apr 12, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,759, price is now CA $1,133 per person
CA $1,133
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
The staff were so kind and let us check in early. They constantly asked how we were enjoying the stay and if there was anything that we needed. The property was clean and super cute!

Reviewed on Apr 13, 2026

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $1,600, price is now CA $1,054 per person
CA $1,054
per person
May 16 - May 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (1,002 reviews)
Friendly staff and large room

Reviewed on Apr 14, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was CA $1,450, price is now CA $1,008 per person
CA $1,008
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Value for money. Short work into downtown Boston with the business district and tourist attractions.

Reviewed on Apr 14, 2026

Ready to book your vacation to Plum Island?

 

Choose your dates

Plum Island Hotel Deals

Hawthorne Hotel

Hawthorne Hotel

3.5 out of 5
18 Washington Square W Salem MA
The price is CA $210 per night from Apr 27 to Apr 28
CA $210
CA $234 total
Apr 27 - Apr 28
includes taxes & fees
9.4/10 Exceptional! (1,553 reviews)
We visited during a weekend in April and overall did really enjoy our stay. The location is great, you can walk to everything and there is easy, free parking. I knew it was a historic building so I wasn’t particularly bothered by some of the quirks others seem to complain about. The biggest complaint ...

Reviewed on Apr 14, 2026

Hawthorne Hotel
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
50 Ferncroft Rd Danvers MA
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from May 10 to May 11
CA $146
CA $163 total
May 10 - May 11
includes taxes & fees
8.2/10 Very Good! (2,401 reviews)
Reserved 2 double beds and ended up with one queen bed. Less than ideal for father/son.

Reviewed on Apr 15, 2026

DoubleTree by Hilton Boston North Shore
Ashworth by the Sea

Ashworth by the Sea

3 out of 5
295 Ocean Blvd Hampton NH
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Apr 16 to Apr 17
CA $164
CA $215 total
Apr 16 - Apr 17
includes taxes & fees
8.2/10 Very Good! (1,323 reviews)
Great place will book it again for sure , easy to get to everything

Reviewed on Apr 14, 2026

Ashworth by the Sea
See all 1,972 properties in Plum Island
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

Can I cancel my flight booking to Plum Island due to COVID-19?
Our helpful Customer Service Portal is your one-stop shop for almost every travel question, including about flight changes due to COVID-19. For more peace of mind, read through the terms and conditions of your fare before booking your tickets.
What's the best way to find cheap flights to Plum Island that have flexible change policies?
Search for low-cost seats to Plum Island, then check the "No change fee" box underneath the "Flexible change policies" filter. It really is that simple. We appreciate that travel plans change and flexibility is essential, so you can book with confidence with Expedia.
What are some of the general tips for travelers to Plum Island during the COVID-19 outbreak?
COVID-19 has resulted in significant changes to how we travel. If you're flying to Plum Island, these tips will help you navigate these new challenges:
  • Before committing to anything, find out if any travel bans or restrictions apply — in both your origin and destination. Stay informed with the latest updates by reviewing government travel advisories.
  • You must wear a face mask throughout your travel experience, including at screening checkpoints. Be prepared to adjust your mask to verify your identity when asked.
  • You're no longer required to hand your boarding pass directly to a TSA officer. Rather, you should position the pass on the scanner and then hold it up for the agent to visually inspect it.
  • One liquid hand sanitizer container is now permitted in your carry-on baggage. It must not be larger than 12 oz (350 ml), and you'll have to remove it from your bag for X-ray screening.
  • Put any personal items (phone, keys and wallet) in your carry-on rather than a bin to minimize handling during the screening process.
  • Transport all food items in a clear plastic bag and also put them in a screening bin. Keeping food separate from your carry-on means it's less likely a TSA officer will need to open your bag for inspection.

Which airlines fly to Plum Island?
Lock in your seat with Cape Air and then begin working on your Plum Island travel agenda. This popular carrier offers 1785 flights each month to Logan Intl. Airport (BOS), a central gateway.
How can I find cheap tickets to Plum Island?
You'll always nab a terrific deal with Expedia, but our "flexible dates" feature makes it that much easier. Enter your preferred travel date, then click on the flexible dates box above to see prices for nearby days. was the cheapest price for a flight to Plum Island in the last seven days.
How much is a flight to Plum Island?
The cost of a round-trip journey to Plum Island in the last seven days varied between and . If you were heading one way from (), you could have gotten a cheap fare from only .
What are the most popular airports to fly into in Plum Island?
Get ready to pack your bags and fly into Logan Intl. Airport (BOS), Plum Island's main flight hub. Reserve a seat on one of the 12051 flights that land at this popular destination every month.
When is the cheapest time to fly to Plum Island?
Leave for Plum Island earlier in the week and you'll usually be rewarded with cheaper fares. Tuesday is typically the cheapest day to fly out, followed closely by Monday. If you'd like to avoid the most expensive flights, give Saturdays a wide berth.
How much is a plane ticket to Plum Island?
In the last seven days, airfares to Plum Island varied between and . Prices depend on the departure time, airline, seating class and how early you make your booking.
Which airlines with flights to Plum Island employ COVID-19 cleanliness policies?
While flying in a pandemic has its challenges, airlines are working hard to protect the well-being of passengers and crew. These are some carriers that have introduced changes:
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

Explore a world of travel with Expedia

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