Drakes Island Vacation Deals: Drakes Island, Wells Holidays

Drakes Island vacation package deals

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

River View Resort

Save 100% on your flight

per person

May 1 - May 6

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

Stay at this motel in Bethel. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Bethel Pathway are located nearby.

Cliff House Maine

Save 100% on your flight

per person

May 1 - May 6

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Perkins Cove and Marginal Way are located nearby.

Nautical Mile

per person

Jun. 15 - Jun. 21

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PWM)

Stay at this aparthotel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Moody Beach and Ogunquit Beach are located nearby.

Waldo Emerson Inn

Save 100% on your flight

per person

Jun. 15 - Jun. 21

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PWM)

Stay at this 3-star B&B in Kennebunk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions Wedding Cake House and Kennebunk Dog Park are located nearby.

Portland Harbor Hotel

Downtown Portland

per person

Jun. 15 - Jun. 21

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PWM)

Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.

The Weldon Hotel

Downtown Portland

per person

Jun. 16 - Jun. 20

found 23 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Portland (PWM)

Stay at this 4-star aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.

Frequently asked questions

How much are vacation packages to Drakes Island?

You’ll want to check out Travelocity’s unbeatable CA $961 Drakes Island package deal. With all the cash you save on flights and hotels, you can spoil yourself with wining, dining and unforgettable local experiences. Drakes Island, here you come!

Where can I get the best vacation package deals for Drakes Island?

You’ll discover an amazing range of Drakes Island package deals on Travelocity. With no less than 400 partner airlines and 665,000 worldwide properties, arranging a dream vacation will be a piece of cake.

Why should I purchase my Drakes Island vacation bundle with Travelocity?

We’ve got 24/7 support, top-notch service and a Price Match Guarantee. Life’s a great big journey — and we have exciting destinations for you to journey to all over the world. Travel with us and make your hip pocket happy.

Can I go on vacation to Drakes Island at this time?

Don’t take off to Drakes Island without the facts about travel restrictions and quarantine policies. Travelocity’s Covid-19 Travel Advisor will fill you in. Our travel experts have pulled together all the info you need to make your vacation and flight as stress-free as possible.