Cheap Naples Vacation Packages

You’re on the hunt for a steal of a deal on your Naples vacation package. You’ve got your list of things you want, and you’re checking it twice: a ballin’ (on a budget) Naples hotel, a champagne poppin’ flight (for a knock-off beer price), and maybe even a super-nice car rental (for a borrowed bike fee).

Think it’s all just a dream? Not when you book your Naples vacation deal with Hotwire.

Are you for real with these vacation package deals

Daydreaming is even better when wildly good deals become your reality. Scoring hotel and flight deals to Naples for a price that works with your budget is realer than real when you book your package with Hotwire. Ready to get all of your wildest dreams fulfilled (for way less than you expected)? Don’t sleep on these Hotwire deals.

Frequently Asked Questions About Vacation Packages

How much is a vacation to Naples?

When you want to book the very best Naples getaway, but you aren’t looking to empty your bank account on planning your trip, cheap vacation packages are the way to go. You can jump into an incredible vacay to Naples for as low as $360 and keep your cash for the necessities—like the dreamiest fun times in town.

When is the best time to book a vacation package to Naples?

Looking to save some extra cash on your Naples vacation? Try going on your getaway in December, November, October, which is the off-season, and avoid the most popular time to vacation in the month of March, April, July. Want to get away now-ish and still save? Book a last-minute vacation package with a Hot Rate hotel deal. You could save up to 60% off on your hotel versus booking a listed rate two weeks earlier.

How to get the best vacation package deals to Naples?

If scoring the very best deal on your Naples vacation is at the top of your to-do list, book your package with Hotwire and prepare to get way more bang for your buck.

What is the cheapest day to book a vacation package?

Reserving a Naples vacation package on a Tuesday is the cheapest day to book, or you can save more any day on Hotwire, with packages as low as $360.

Can I vacation in Naples right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Naples right now?” When it’s time to book your vacation package, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

What does Hotwire Naples travel package include?

When you book a package deal on Hotwire, you can expect a Naples vacation package with airfare and hotel. Want a rental car too? No biggie‚ you can add it to your package. Everything you need for an amazing trip? Check.

Naples Flight + Hotel Packages

DiamondHead Beach Resort

Save 100% on your flight

per person

Nov 24 - Nov 30

Roundtrip flight included

Minneapolis (MSP) to Fort Myers (RSW)

Located in Fort Myers Beach, this beachfront resort is in the entertainment district and within a 15-minute walk of Bay Oaks Recreation Center, Fishing Pier Fort Myers Beach, and Matanzaz Pass Preserve. Times Square and The Big M Casino are also within 1 mi (2 km).

South Seas Island Resort

Save 100% on your flight

per person

Dec 1 - Dec 7

Roundtrip flight included

Minneapolis (MSP) to Fort Myers (RSW)

Nestled on the beach, this Captiva resort is within 1 mi (2 km) of Alison Hagerup Beach Park and Captiva Beach. McCarthy's Marina and Captiva Chapel By the Sea are also within 15 minutes.

Sundial Beach Resort & Spa

Save 100% on your flight

per person

Nov 7 - Nov 10

Roundtrip flight included

Chicago (ORD) to Fort Myers (RSW)

Located in Sanibel, this beachfront condo resort is next to a golf course and within 3 mi (5 km) of Dunes Golf and Tennis Club, BIG Arts Center, and Sanibel Historical Village and Museum. Sanibel Island Lighthouse and Bailey - Matthews Shell Museum are also within 6 mi (10 km).

Tropical Winds Motel & Cottages

Save 100% on your flight

per person

Dec 1 - Dec 7

Roundtrip flight included

Minneapolis (MSP) to Fort Myers (RSW)

Nestled on the beach, this Tradewinds motel is within 3 mi (5 km) of Sanibel Island Southern Beach, Bowman's Beach, and J. N. Ding Darling National Wildlife Refuge. Sanibel Bayous and Clinic for the Rehabilitation of Wildlife are also within 3 mi (5 km).

Sandpiper Gulf Resort

per person

Oct 21 - Oct 25

Roundtrip non-stop flight included

Minneapolis (MSP) to Fort Myers (RSW)

Nestled on the beach, this Mid Island aparthotel is within 3 mi (5 km) of Mound House, Matanzaz Pass Preserve, and Bay Oaks Recreation Center. Times Square is 3.1 mi (4.9 km) away.

Charter Club of Naples Bay by Diamond Resorts

per person

Oct 21 - Oct 25

Roundtrip non-stop flight included

Minneapolis (MSP) to Fort Myers (RSW)

Located in Old Naples, this aparthotel is within a 10-minute walk of Heritage Trail Museum and Cambier Park. Naples Pier and Naples Zoo at Caribbean Gardens are also within 3 mi (5 km).

Bellasera Resort

per person

Oct 21 - Oct 25

Roundtrip non-stop flight included

Minneapolis (MSP) to Fort Myers (RSW)

Located in Old Naples, this romantic condo resort is within a 10-minute walk of Fifth Avenue South and Tin City. Naples Beach is 0.9 mi (1.5 km) away.

Courtyard by Marriott Fort Myers Cape Coral

per person

Nov 3 - Nov 8

Roundtrip flight included

Chicago (ORD) to Fort Myers (RSW)

Situated in Fort Myers, this hotel is 1.6 mi (2.6 km) from Edison Mall and 2.8 mi (4.4 km) from Fort Myers Country Club. Alliance for the Arts and Vietnam War Memorial are also within 3 mi (5 km).

Naples Vacation Packages 3-4 Night Stays

3.5-star property

GullWing Beach Resort

South Island

Nov 15 - Nov 18

1 night stay

Washington (DCA) to Fort Myers (RSW)

American Airlines • Roundtrip • Coach

Save 100% on your flight

per person

3.0-star property