Southport Vacations from $823
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Your Southport Vacation
Enjoy amazing adventures when you lock in a Southport vacation package. Whether you're a foodie, art enthusiast or just a traveler who loves to experience new places, there's something for everyone in this exciting city. A trip to Southport is a wonderful opportunity to see the sights. Be sure to visit popular attractions like Coastal Maine Botanical Gardens, Boothbay Harbor Marina and Cabbage Island. A few clicks is all it takes to craft your ideal Southport vacation on Expedia.
The Latest Southport vacation packages
Price found within the past 48 hours. Click for updated prices.
Blind Tiger Portland - Danforth Street.
West End
$2,076
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (189 reviews)
This hotel is amazing. The rooms, beds, and all the details are so incredible. I wish I could have stayed longer. Check in was a breeze as well. You can tell they take a lot of care and thought into the property. I will definitely be back
Reviewed on Jul 25, 2026
Stay near popular Southport attractions
Hendricks Head Beach
9.6/10 (14 reviews)
This tranquil Maine shoreline offers soft sand and stunning views of the Atlantic and historic Hendricks Head Lighthouse. Explore tidal pools during low tide or simply unwind while watching boats sail by.
Robinson's Wharf
Robinson's Wharf is just one of the places to see in Southport, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's waterfront, or seek out the canoeing opportunities.
Southport Memorial Library
8.0/10 (3 reviews)
This historic community library houses over 30,000 items and a unique butterfly collection on Southport Island. Browse the diverse materials or attend one of their regular author talks in the welcoming reading spaces.
Hendricks Hill Museum
8.0/10 (2 reviews)
This 1810 residence preserves Southport Island's maritime heritage with eight period rooms filled with artifacts from 1800-1950. Explore the boat shop for a glimpse into coastal Maine's past.
Southport Hotel Deals
Ocean Gate Inn
70 Ocean Gate Rd Southport ME
$333 nightly
$363 total
Aug 19 - Aug 20
Total with taxes and fees
8.6/10 Excellent! (1,014 reviews)
"This was a beautiful property, well located to get to other areas and enjoy the beauty of this region. The views from our balcony were amazing, the staff was very helpful. The place was very clean, our room was recently renovated and was very nice. Good size! We had breakfast one of the days we stayed ..."
Reviewed on Aug 17, 2026
Newagen Seaside Inn
60 Newagen Colony Southport ME
$259 nightly
$282 total
Aug 23 - Aug 24
Total with taxes and fees
9.4/10 Exceptional! (371 reviews)
"Fabulous setting Beautiful grounds Clean rooms Comfortable beds Delicious food Great views Friendly and polite staff"
Reviewed on Aug 14, 2026
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
$163 nightly
$177 total
Aug 19 - Aug 20
Total with taxes and fees
8/10 Very Good! (1,031 reviews)
"The pictures do not represent current status of this inn. Very outdated and old. Room wasn’t clean and also had spiders. The amount of money I paid for this room was infuriating when I checked in and saw the quality. Thumbs down."
Reviewed on Aug 17, 2026
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.
Find the Best Southport Vacation Packages
Southport Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 710 |
Max Temp Winter | 30ºF |
Max Temp Summer | 70ºF |
Top Sights | Maine State Aquarium, Carousel Music Theater and Grimes Cove Beach |
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Frequently asked questions
How much does a Southport vacation package cost?
You'll find cheap prices from $823 on Expedia for your Southport break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Southport costs.
What are the cheapest months to go to Southport?
You can typically find lower prices and better availability in October, November and December. Explore our cheap Southport vacation packages and you could get some excellent off-season deals.
How many days is enough for Southport?
Generally, a handful of days is enough to go to the top attractions during your Southport vacation. However, if you prefer to have time to chill out or take day tours, consider extending your trip.
Is it worth booking a vacation package to Southport?
Southport is a good vacation destination with attractions like Hendricks Head Beach among the many things to keep you busy. Whether you're traveling with the family or planning a trip with friends, a Southport vacation promises fun for everyone.
How to find the best Southport package deals?
Begin your search for a Southport package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Southport package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Southport adventure underway.
Is it cheaper to book a Southport vacation as a package?
You can enjoy significant savings on your next Southport getaway by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Southport?
If you've got your Southport travel dates locked in, book early to grab some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Southport vacation packages?
Jet off on your perfect escape to Southport with our Book Now, Pay Later vacations. No need to save up or wait until your next paycheck — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snap up bargains before they disappear.
Explore a world of travel with Expedia
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- Visit East Boothbay
- West Southport Vacations
- Fort Popham State Historic Site
- Edgecomb Potters Gallery
- Fisherman's Memorial Park
- Dolphin Mini Golf
- Pemaquid Beach Park
- Ll Bean Flagship Store
- Visit Southport
- Carousel Music Theater
- Cabbage Island
- Hunnewell Beach
- Josephine Newman Audubon Sanctuary
- Reid State Park
- Visit Bailey Island
- Barrett Park
- New Harbor Vacations
- Coastal Maine Botanical Gardens
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- Maine Maritime Museum
- Visit Bath
- Visit Old Port
- Boothbay Vacations
- Squirrel Island Vacations
- Juniper Point
- Colonial Pemaquid State Historic Site
- Maine State Aquarium
- Burnt Island Living Lighthouse
- Montsweag Flea Market
- Visit Boothbay Harbor
- Pemaquid Point Lighthouse Park
- Hendricks Hill Museum
- Sewell Pond Conservation Area
- Opera House at Boothbay Harbor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
