Vineyards Vacation Packages

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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.

Top Vineyards Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Price was CA $1,076, price is now CA $636 per person
CA $636
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.2/10 Very Good! (1,004 reviews)
We had no WiFi and cleaning staff was pounding on my door 3x starting at 8:30 to clean my room. Check out is not till 11 so it was ridiculous

Reviewed on Feb 7, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $2,152, price is now CA $1,043 per person
CA $1,043
per person
Apr 25 - May 2
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
Very clean room with great view of estuary. Friendly staff. The only downside was that we were charged a $25 per day resort fee we were not expecting

Reviewed on Feb 7, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $2,585, price is now CA $1,358 per person
CA $1,358
per person
May 3 - May 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
The hotel was amazing and super clean.

Reviewed on Feb 8, 2026

Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was CA $1,241, price is now CA $688 per person
CA $688
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Clean, friendly, helpful, heated clean pool, great made-to-order breakfasts…OUTSTANDING!!

Reviewed on Feb 3, 2026

Hampton Inn & Suites Fort Myers-Estero/FGCU

Hampton Inn & Suites Fort Myers-Estero/FGCU

2.5 out of 5
Price was CA $1,298, price is now CA $779 per person
CA $779
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
It was extremely clean and such great quality of the breakfast and the friendliness of the staff was amazing .

Reviewed on Feb 4, 2026

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Vineyards Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Fully refundable
The price is CA $655 per night from Mar 12 to Mar 13
CA $655
CA $796 total
Mar 12 - Mar 13
includes taxes & fees
8.8/10 Excellent! (2,024 reviews)
Th staff is fast, friendly, and efficient. The rooms are very da

Reviewed on Jan 30, 2026

Naples Grande Beach Resort
Bayfront Inn Fifth Avenue

Bayfront Inn Fifth Avenue

3.5 out of 5
1221 5th Ave S Naples FL
The price is CA $405 per night from Mar 9 to Mar 10
CA $405
CA $449 total
Mar 9 - Mar 10
includes taxes & fees
8.6/10 Excellent! (1,708 reviews)
A wonderful stay, great location! The staff is very kind and friendly. Thank you!!

Reviewed on Feb 4, 2026

Bayfront Inn Fifth Avenue
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
12155 Tamiami Trail N Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $354 per night from Feb 22 to Feb 23
CA $354
CA $462 total
Feb 22 - Feb 23
includes taxes & fees
9.4/10 Exceptional! (619 reviews)
Clean new room

Reviewed on Feb 6, 2026

The Perry Hotel Naples
See all 11,375 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.
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Discover the most popular places to visit in Vineyards

Vanderbilt beach in Naples, Florida

Vanderbilt Beach

4.5/5(26 reviews)

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
Pristine and idyllic beach at sunset in a bright day, Naples, Florida, USA

Naples Beach

4.5/5(102 reviews)

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

What to do in Vineyards

Flamingo Marina: Backcountry Boat Tour of the Everglades

Flamingo Marina: Backcountry Boat Tour of the Everglades

CA $65
per adult
Flamingo Marina: Backcountry Boat Tour of the Everglades
Everglades National Park: Pontoon Boat Tour & Boardwalk

Everglades National Park: Pontoon Boat Tour & Boardwalk

CA $83
per adult
Everglades National Park: Pontoon Boat Tour & Boardwalk
SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

CA $90
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
See all activities in Vineyards

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.