Vineyards Vacations from $498

Book a Hotel + Flight or Car together to unlock savings

Your Vineyards Vacation

From its highlights to its hidden treasures, this city is best explored with a Vineyards vacation package. Find a place to stay in Pelican Bay, which is great for coastal beaches, shopping and dining. Eager to get out and explore? Naples Zoo at Caribbean Gardens, Tiburon Golf Club and Mercato are among the top-rated places to visit during your trip to Vineyards. Whatever your travel plans or budget, putting together a tailored Vineyards vacation is simple with Expedia.

The Latest Vineyards vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
Price was $819, price is now $498 per person
$498
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
In general, excellent service.

Reviewed on Nov 30, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $1,501, price is now $716 per person
$716
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
No real breakfast, a coffee shop with limited menu.

Reviewed on Dec 4, 2025

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $1,008, price is now $582 per person
$582
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
Staff was friendly and helpful! The location is convenient to restaurants and shops. On site restaurant was a great benefit.

Reviewed on Dec 6, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $1,311, price is now $768 per person
$768
per person
Feb 5 - Feb 8
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (704 reviews)
The room was clean and the pool area is awesome.

Reviewed on Dec 5, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $1,569, price is now $946 per person
$946
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (527 reviews)
Nice, spacious rooms. Good bar and restaurant. Great gym. Also, no children!

Reviewed on Dec 4, 2025

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Discover the most popular places to visit in Vineyards

Naples Beach

Naples Beach

Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Naples Beach
Vanderbilt Beach

Vanderbilt Beach

If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples.

Vanderbilt Beach
5th Avenue Shopping District which includes markets, street scenes and a city

Fifth Avenue South

Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

Fifth Avenue South

What to do in Vineyards

Sunset Tour in Naples Bay on a New Godfrey- All included

Sunset Tour in Naples Bay on a New Godfrey- All included

$110
per adult
100% of travellers recommend
Sunset Tour in Naples Bay on a New Godfrey- All included
Wild Dolphin Boat Tour

Best of Marco Dolphin Tour

$100
per adult
Best of Marco Dolphin Tour
Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour

Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour

$127
per adult
Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour
See all activities in Vineyards

Vineyards Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Fully refundable
$401 nightly
The price is $446 total per night from Dec 21 to Dec 22
$446 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (1,950 reviews)
Great !

Reviewed on Nov 30, 2025

Naples Grande Beach Resort
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S Naples FL
Fully refundable
$314 nightly
The price is $349 total per night from Dec 16 to Dec 17
$349 total
Dec 16 - Dec 17
Total with taxes and fees
9.2/10 Wonderful! (1,011 reviews)
Nice hotel , close to everything

Reviewed on Nov 29, 2025

Inn on Fifth
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
11800 Coconut Cove Drive Bonita Springs FL
Fully refundable
$198 nightly
The price is $221 total per night from Dec 8 to Dec 9
$221 total
Dec 8 - Dec 9
Total with taxes and fees
9/10 Wonderful! (721 reviews)
The room was clean and the pool area is awesome.

Reviewed on Dec 5, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs
See all 11,224 properties in Vineyards
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 Vineyards Vacation Packages

Vineyards Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Southwest Florida Intl. Airport (RSW)
Population
3,400
Top Sights
Naples Beach, Vanderbilt Beach and Barefoot Beach

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Frequently asked questions

How much does a Vineyards vacation package cost?
You can snap up a vacation package to this popular destination from $498 on Expedia. However, how much your vacation to Vineyards costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Vineyards?
You can generally find lower rates and better availability in September, October and December. Take a look at our cheap Vineyards vacation packages and you could land some great off-season deals.
How many days is enough for Vineyards?
Typically, a handful of days is enough to tick off the major attractions during your Vineyards vacation. However, if you want to have time to kick back or take day tours, think about extending your trip.
How to find the best Vineyards package deals?
Start your search for a Vineyards package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," 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 Vineyards package deal straight away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Vineyards adventure underway.
Is it cheaper to book a Vineyards vacation as a package?
You can enjoy significant savings on your next Vineyards break by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Vineyards?
If you've got your Vineyards travel dates finalized, book as soon as you can to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Vineyards vacation packages?
Your Vineyards trip is meant to be a relaxing escape from your daily routine, not a source of money worries. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.