Exclusive Drakes Island Vacation Deals

Drakes Island vacation package deals

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

Chebeague Island Inn

4 out of 5
per person
Jul. 1 - Jul. 7
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
Stay at this 4-star beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John Island Preserve and Winslow Memorial Park are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Jul. 1 - Jul. 7
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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 McKernan Inn

The McKernan Inn

3 out of 5
per person
Jul. 1 - Jul. 7
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
Stay at this 3-star beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thompson's Point and Maine Mall are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
per person
Jul. 1 - Jul. 7
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Thompson's Point and Maine Mall are located nearby.
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Save 100% on your flight
per person
Jul. 1 - Jul. 7
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.
Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
per person
Jul. 1 - Jul. 7
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Thompson's Point and Little Diamond Island are located nearby.

Frequently asked questions

How much are vacation packages to Drakes Island?
You’ll want to check out Travelocity’s unbeatable CA $1,919 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.

Top Drakes Island hotel deals

Drakes Island Beach Front Breathtaking Property : Oceanviews and Sandy Beach !

Drakes Island Beach Front Breathtaking Property : Oceanviews and Sandy Beach !

Book a stay at this beach vacation home in Wells. Enjoy a beach locale, a garden, and patios. Popular attractions Moody Beach and Ogunquit Beach are located nearby.
Kitchen
Washer
STUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 180 DEGREE OCEAN VIEWS!

STUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 180 DEGREE OCEAN VIEWS!

Book a stay at this beach vacation home in Wells. Enjoy free WiFi, a beach locale, and patios. Popular attractions Moody Beach and Ogunquit Beach are located nearby.
Kitchen
Washer
Peaceful Wells Retreat w/ Deck & Water Views

Peaceful Wells Retreat w/ Deck & Water Views

Stay at this cabin in Wells. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Moody Beach and Ogunquit Beach are located nearby.
Kitchen
Outdoor space
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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.

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