A waterfront with colorful houses and a dock.

Yacht Club Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Yacht Club Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 11 - Dec 15

    Tween Waters Island Resort & Spa + Flight

    Captiva
    4 nights
    3.0 star property
    8.8/10 - Excellent (1,003 reviews)
    "Family of 6 had the best time celebrating an 80th birthday. Resort was welcoming and clean. Beach was perfect. So helpful to have them set up umbrellas and chairs. Restaurant had great service and food. We can’t wait to come back again."
    Reviewed November 8, 2026
    Roundtrip • Ottawa (YOW) - Fort Myers (RSW)
    YOW - RSW • 1 stop RSW - YOW • 1 stop
    CA $1,659
    CA $1,218
    per traveller
    found 1 day ago
    Tween Waters Island Resort & Spa
  • Jan 17 - Jan 21

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

    Vanderbilt Beach
    4 nights
    4.5 star property
    9.0/10 - Wonderful (1,003 reviews)
    "Great resort. Probably the nicest on the entire run of resorts on this beach. And that includes the Ritz-Carlton just upo the way. Obviously, the Ritz is classier, but La Playa felt more exclusive and comfortable. The beach experience is top-notch, with complimentary umbrellas and beach chairs upon request. The bar and restaurant were very good. Drinks are pricey, to be sure, which can add up if you're ordering while relaxing on the beach for days on end. About a 25 minute drive to the best..."
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Fort Myers (RSW)
    YYZ - RSW • Nonstop RSW - YYZ • Nonstop
    CA $4,955
    CA $3,233
    per traveller
    found 5 hours ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • Jan 15 - Jan 18

    The Perry Hotel Naples + Flight

    Naples
    3 nights
    4.5 star property
    9.6/10 - Exceptional (1,256 reviews)
    Roundtrip • Toronto (YTO) - Fort Myers (RSW)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $2,148
    CA $1,499
    per traveller
    found 1 day ago
    The Perry Hotel Naples
  • Jan 10 - Jan 14

    Windward Passage Resort + Flight

    Fort Myers Beach
    4 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 • Ottawa (YOW) - Fort Myers (RSW)
    YOW - RSW • Nonstop RSW - YOW • 1 stop
    CA $2,072
    CA $1,526
    per traveller
    found 1 day ago
    Windward Passage Resort
  • Jan 17 - Jan 21

    Innovation Hotel + Flight

    Naples
    4 nights
    4.0 star property
    9.8/10 - Exceptional (660 reviews)
    "I’ve enjoyed this hotel so much that it will definitely be my go-to place every time I visit Naples! The fitness center is absolutely out of this world. I highly recommend this hotel and give it a solid 10 out of 10!"
    Reviewed November 8, 2026
    Roundtrip • Toronto (YYZ) - Fort Myers (RSW)
    YYZ - RSW • Nonstop RSW - YYZ • Nonstop
    CA $1,898
    CA $1,407
    per traveller
    found 5 hours ago
    Innovation Hotel

Where to stay in Yacht Club

Find the best Yacht Club areas and neighborhoods for the activities you enjoy most.

Pelican

If you're spending some time in Pelican, Tarpon Point and Chabad Jewish Center are top sights worth seeing.

Caloosahatchee

If you're spending some time in Caloosahatchee, Dolphin Marina and Cape Coral Yacht Club Beach are top sights worth seeing.

Hancock

While visiting Hancock, you might make a stop by sights like Four Mile Cove Ecological Preserve and Pine Island Shopping Center.

Burnt Store

Though Burnt Store might not have many top sights, you can venture to the surrounding area to see attractions like Coral Oaks Golf Course and Burnt Store Marina.

Trafalgar

If you're spending some time in Trafalgar, Palmetto-Pine Country Club and Fellowship Park are top sights worth seeing.

Discover the most popular places to visit in Yacht Club

What to do near Yacht Club

Yacht Club Hotel Deals

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.

Frequently Asked Questions

How much does a Yacht Club vacation package cost?

Starting from a low CA $1,218, a package is your passport to low-cost travel. Create your own Yacht Club escape by choosing from our comprehensive range of flights, hotels and rental cars.

How do I get a cheap travel package to Yacht Club?

Combining your hotel and flight with Expedia won't just save precious time — it'll save you cash too. A Yacht Club vacation package makes it simple to arrange the perfect trip. With more than 550 airlines throughout the world to choose from, finding convenient flights that fit your busy schedule won't be a problem. Not only that, we have over 1,000,000 hotel options globally to choose from. Now that's what you call choice. No matter who you are, Expedia can show you the world.

How far in advance should I book my Yacht Club vacation?

It can be difficult to know when is the ideal time to book your Yacht Club trip. But usually the earlier you book, the better the prices. In some cases, you can secure your flights and hotels nearly a year before your departure date. If you're considering a last-minute getaway, no need to worry! There are fabulous bargains popping up on Expedia every single day.

What does an Expedia Yacht Club travel package include?

From hotels and airfares to rental cars, Expedia can help you craft a Yacht Club package that's right for you. Heading off for a week or longer? Give some thought to a flight, rental car and hotel bundle. If your break is short, a hotel and airfare deal could suit you better. Activities can also be added once you've made your booking. Our packages make it easy to plan and save.

What should I know before booking a Yacht Club travel package?

You'll enjoy great savings when you bundle your flights, hotels and rental cars into a travel package. Not only that, booking everything in one spot makes trip planning easier. So why waste your time or money? Whether you're organizing an upscale romantic escape or an affordable family break, explore our package deals today.

Can I choose my airline with a Yacht Club Expedia vacation package?

Yes, you can. We offer more than 550 airline partners globally, so choose the carrier that best suits your budget and travel needs.

If I'm not able to travel, can I cancel my Yacht Club vacation package?

Because we know life can be unpredictable, the answer is yes. For more information, head to our Customer Service Portal. But generally speaking, if you've booked your Yacht Club vacation package in the last 24 hours, you may be able to change or cancel it for free. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

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