Naples Romantic Vacations 2026

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Top Romantic vacation packages in Naples

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

Inn at Pelican Bay

Pelican Bay

$689

per person

Nov 12 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Birmingham (BHM) to Fort Myers (RSW)

9.6/10 Exceptional! (1,004 reviews)

Bellasera Resort

Old Naples

$931

per person

Dec 11 - Dec 14

found 4 hours ago

Roundtrip flight included

White Plains (HPN) to Fort Myers (RSW)

9.6/10 Exceptional! (2,335 reviews)

Nice condo , very clean, a/c works great. Nice restaurant at the Claw Bar. Comfy bed , love the bath products. We were greeted with a bag of cookies in our room

Reviewed on Oct 4, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

$1,035

per person

Dec 11 - Dec 13

found 16 hours ago

Roundtrip flight included

Hartford (BDL) to Fort Myers (RSW)

9/10 Wonderful! (1,003 reviews)

Naples Bay Resort & Marina

Oyster Bay

$739

per person

Dec 11 - Dec 13

found 16 hours ago

Roundtrip flight included

Hartford (BDL) to Fort Myers (RSW)

9.4/10 Exceptional! (1,009 reviews)

Inn on Fifth

Old Naples

$1,373

per person

Dec 11 - Dec 14

found 4 hours ago

Roundtrip flight included

White Plains (HPN) to Fort Myers (RSW)

9.4/10 Exceptional! (1,010 reviews)

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5* Romantic vacations in Naples

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

The Ritz-Carlton Naples, Tiburón

$1,070

per person

Nov 12 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Birmingham (BHM) to Fort Myers (RSW)

9.2/10 Wonderful! (684 reviews)

The Ritz-Carlton, Naples

Pelican Bay

$1,836

per person

Nov 12 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Birmingham (BHM) to Fort Myers (RSW)

9.2/10 Wonderful! (520 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Naples

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3 Night Romantic vacations in Naples

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

Bellasera Resort

Old Naples

$931

per person

Dec 11 - Dec 14

found 4 hours ago

Roundtrip flight included

White Plains (HPN) to Fort Myers (RSW)

9.6/10 Exceptional! (2,335 reviews)

Nice condo , very clean, a/c works great. Nice restaurant at the Claw Bar. Comfy bed , love the bath products. We were greeted with a bag of cookies in our room

Reviewed on Oct 4, 2026

Inn on Fifth

Old Naples

$995

per person

Nov 11 - Nov 14

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) to Fort Myers (RSW)

9.4/10 Exceptional! (1,010 reviews)

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

$1,023

per person

Dec 13 - Dec 16

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Fort Myers (RSW)

9/10 Wonderful! (1,003 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Naples

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4 Night Romantic vacations in Naples

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

Naples Bay Resort & Marina

Oyster Bay

$784

per person

Dec 11 - Dec 15

found 4 hours ago

Roundtrip flight included

White Plains (HPN) to Fort Myers (RSW)

9.4/10 Exceptional! (1,009 reviews)

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$1,302

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Chicago (MDW) to Fort Myers (RSW)

9/10 Wonderful! (1,003 reviews)

Bellasera Resort

Old Naples

$1,196

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Chicago (MDW) to Fort Myers (RSW)

9.6/10 Exceptional! (2,335 reviews)

Nice condo , very clean, a/c works great. Nice restaurant at the Claw Bar. Comfy bed , love the bath products. We were greeted with a bag of cookies in our room

Reviewed on Oct 4, 2026

Don't see what you're looking for?

See all available trips from Columbus to Naples

View all trips

How can I find the best Naples vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Naples romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering and visiting outside busy months of .

How can I plan a great romantic trip to Naples?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Naples?

Put a price on love with stunning deals for duos starting at just $689. Stay during the quiet season, in , for breaks to make your bank balance smile. Prices and availability are subject to change. Additional terms may apply.

Can I book Naples spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

What’s the best time of year for a romantic vacation in Naples?

Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience.

How can I book romantic weekend getaway packages in Naples?

To book a loved-up break in Naples, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Naples with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Naples romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Naples Hotels

Signia Hilton Naples Grande Beach Resort

475 Seagate Drive Naples FL

13 min drive from Naples Beach

A spa, ocean-view dining, and a garden await visiting couples at this upscale resort. The property also offers soaking tubs, a hot tub, and a bayside ...

Marco Beach Ocean Resort

480 S Collier Blvd Marco Island FL

36 min drive from Naples Beach

Rekindle the romance with your special someone at this boutique hotel where you are sure to enjoy the hot tub, spa, and in-room massages. You'll also appreciate ...

Inn on Fifth

699 5th Ave S Naples FL

15 min walk from Naples Beach

A spa, a hot tub, and happy hours await couples visiting this romantic hotel. The property also offers champagne service, premium mattresses, and a white sand ...

See all 7,177 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.