A boat docked at a wooden pier with a calm water body and distant palm trees.

Moorings Vacations from $734

Book a Hotel + Flight or Car together to unlock savings

Your Moorings Vacation

Packed with character and charm, Moorings offers everything from watersports to coastal beaches. Experience the delights of this neighborhood the easy way with a Moorings vacation package. Can't wait to see the sights during your trip to Moorings? Make sure you stop by nearby attractions such as Naples Zoo at Caribbean Gardens, Tin City and Fifth Avenue South. Expedia is here to put your plans into action. Book your dream Moorings vacation today.

The Latest Moorings Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A resort with a central pool, multiple lounge areas, and a beach view.
    Jan 4 - Jan 8

    Tween Waters Island Resort & Spa + Flight

    Captiva
    4 nights
    3.0 star property
    8.8/10 - Excellent (1,002 reviews)
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - MIA • Nonstop MIA - BOS • Nonstop
    $1,098
    $734
    per traveler
    found 1 day ago
    Tween Waters Island Resort & Spa
  • A large swimming pool surrounded by lounge chairs and palm trees, with a hotel building in the background.
    Jan 14 - Jan 18

    Sunsuites Villas At Sunseeker Resort, Curio By Hilton + Flight

    Charlotte Harbor
    4 nights
    4.0 star property
    9.4/10 - Exceptional (148 reviews)
    "This was the most beautiful and amazing place!!!! The suite my friends and I had was drop dead gorgeous and perfect for our 2 night stay. The staff was amazing-the friendliest people at a resort I have ever experienced. There are many restaurants, and the food was delicious everywhere!!!! This is the perfect getaway-close to the airport too!!! I hope to come back here year after year!!!!"
    Reviewed November 8, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • 1 stop RSW - BOS • 1 stop
    Save 100% on your flight
    $1,332
    $785
    per traveler
    found 1 day ago
    Sunsuites Villas At Sunseeker Resort, Curio By Hilton
  • A balcony with a view of the beach, white railings, and a lounge chair with towels.
    Jan 10 - Jan 14

    LaPlaya Beach & Golf Resort - A Noble House Resort + Flight

    Vanderbilt Beach
    4 nights
    4.5 star property
    9.0/10 - Wonderful (1,001 reviews)
    "Overall, worth the stay. The place could use some updates."
    Reviewed November 5, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop PGD - PSM • Nonstop
    Save 100% on your flight
    $2,972
    $1,919
    per traveler
    found 1 day ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • A balcony with a view of a beach, a table, and chairs.
    Dec 18 - Dec 23

    Windward Passage Resort + Flight

    Fort Myers Beach
    5 nights
    2.0 star property
    8.6/10 - Excellent (23 reviews)
    "Location is amazing, being right on the beach. Having access to beach chairs to take down to the beach and return is a major plus. Gas grills on the property also give you the opportunity to grill up some dinner and watch the sunset while eating on your balcony!! I would definitely recommend!"
    Reviewed October 31, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop RSW - PSM • Nonstop
    $1,399
    $939
    per traveler
    found 1 day ago
    Windward Passage Resort
  • A pool area with lounge chairs and umbrellas, surrounded by palm trees.
    Jan 8 - Jan 11

    The Perry Hotel Naples + Flight

    Naples
    3 nights
    4.5 star property
    9.6/10 - Exceptional (1,255 reviews)
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - MIA • 1 stop MIA - BOS • 1 stop
    $1,129
    $764
    per traveler
    found 1 day ago
    The Perry Hotel Naples

Where to stay in Moorings

Find the best Moorings areas and neighborhoods for the activities you enjoy most. Learn more about Moorings
Learn more about Moorings
A wooden pier extending into calm waters at dusk, with two illuminated structures at the end.

East Naples

Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area.

A sunset over a beach with waves, a person walking, and distant mountains.

Central Naples

If you're spending some time in Central Naples, Naples Zoo at Caribbean Gardens and Naples Grande Golf Club are top sights worth seeing.

A pier extending into a calm sea at sunset with a beach on the right.

Old Naples

The stunning beaches and popular shops are just a few highlights of Old Naples. Make a stop by Fifth Avenue South or Naples Beach while you're exploring the area.

A coastal cityscape at sunset with a mix of residential and high-rise buildings, a marina, and a large body of water.

Naples Park

Located in North Naples, Naples Park is bounded by U.S. Route 41 and offers easy access to Vanderbilt Lagoon. Enjoy shopping at the nearby outdoor mall, The Mercato, for a delightful experience.

A beach with white sand, clear blue water, and a tree with yellow leaves.

Vanderbilt Beach

While visiting Vanderbilt Beach, you might make a stop by sights like Vanderbilt Beach and Delnor-Wiggins Pass State Park.

Discover the most popular places to visit in Moorings

Via Miramar Beach

Why not spend a lazy afternoon at Via Miramar Beach during your trip to Naples? Amble around this family-friendly area's beautiful beaches and enjoy its top-notch restaurants.
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What to do near Moorings

Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

$63
per adult
88% of travelers recommend
Gulf of Mexico Sunset Cruise from Naples
See all activities near Moorings

Moorings Hotel Deals

A swimming pool with lounge chairs and a thatched-roof structure, surrounded by palm trees and a building with a lighted entrance.

Best Western Naples Inn & Suites

Best Western Naples Inn & Suites
2.5 star property
Moorings
8.2 out of 10, Very good, (1,129 reviews)
$143 nightly
The price is $159
Nov 15 - Nov 16
Total with taxes and fees
Best Western Naples Inn & Suites
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.
See all properties in Moorings
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.