Naples Vacations

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Find the Best Naples Vacation Packages

Naples Hotel Deals

Romantic getaway for 2 PEAK fall foliage!!!

Romantic getaway for 2 PEAK fall foliage!!!

Naples ME
9.8/10 Exceptional! (239 reviews)
Great place for a short winter stay!

Reviewed on 1 February 2026

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Romantic getaway for 2 PEAK fall foliage!!!
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Naples ME
9.8/10 Exceptional! (89 reviews)
Fantastic location and beautiful home. Simple communication and would recommend for any time of year.

Reviewed on 8 October 2025

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Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.
Paradise in the Lakes Region

Paradise in the Lakes Region

Naples ME
10/10 Exceptional! (14 reviews)
Beautiful, fully and perfectly equipped house. We wanted for nothing while we were there and appreciated the attentiveness of our host who wanted to ensure that everything about our stay exceeded all expectations!

Reviewed on 17 August 2025

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Paradise in the Lakes Region
See all 1,420 properties in Naples
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.

Discover the most popular places to visit in Naples

Brandy Pond

Commune with nature and explore the great outdoors at Brandy Pond during your travels in Naples. While you're in the area, stroll along the lakeside.

Brandy Pond

Trickey Pond

Commune with nature and explore the great outdoors at Trickey Pond during your travels in Naples. While you're in the area, stroll along the lakeside.

Trickey Pond

Frequently asked questions

How do I find cheap flights to Naples that have flexible change policies?
By using our convenient "No change fee" filter, that's how. Just enter your travel dates, click the "Search" button, then mark the checkbox under the "Flexible change policies" subheading (look to the left of your screen). Expedia makes it easy to find flexible, low-cost fares to Naples.
Which airlines fly to Naples?
Pack your bags, find your passport and select from these popular airlines that operate flights in or near Naples:

  • American Airlines - 260 flights to or near Naples each month, including 260 flights to Portland Intl. Jetport Airport (PWM) per month.
  • United Airlines - 234 flights to or near Naples each month, including 234 flights to Portland Intl. Jetport Airport (PWM) per month.
  • Delta Air Lines - 182 flights to or near Naples each month, including 182 flights to Portland Intl. Jetport Airport (PWM) per month.

How can I find cheap tickets to Naples?
One of the best ways to nab cheap tickets to Naples is to be flexible with your dates. Search for your flights, then click "flexible dates" above the results. It will bring up the cheapest prices for nearby days. The best price for a flight to Naples in the last seven days was . Booking ahead will usually help you walk away with an even better deal.
How much is a flight to Naples?
If you were journeying one way from (), you could've locked in a cheap fare for in the last seven days. Round-trip journeys to Naples ranged from to during this same period.
What are the most popular airports to fly into in Naples?
Pack your bags and fly into Portland Intl. Jetport Airport (PWM), Naples's major flight hub. Book a seat on one of the 845 flights that land at this well-known destination every month.
When is the cheapest time to fly to Naples?
Flying on a Tuesday, followed by a Monday, is generally the best way to land the cheapest flight. Steer clear of the weekend if you can, because Saturday is typically the costliest day. Spend the funds you saved having a good time in Naples instead!
How much is a plane ticket to Naples?
In the last seven days, airfares ranged between and . Browse through our terrific deals to Naples, pick your favorite and then start packing your bags.
What months are the cheapest to book a flight to Naples?
A good month to purchase budget flights to Naples is February. It's worth remembering that in the U.S, an expensive time to purchase a ticket is the busy month of December.
How long is a flight to Naples?
It could be an hour or longer — it really depends on which part of the U.S. You're setting off from. The average flight times for these busy domestic routes to Naples will give you a rough idea of what to expect:

  • Newark, NJ (EWR-Liberty Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 22 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 27 minutes
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Portland Intl. Jetport Airport (PWM) - 1 hour and 30 minutes