Skip to main content
A coastal landscape with a sandy beach, clear turquoise waters, and a network of small islands.

Keewaydin Island Golf Vacations

Book a Hotel + Flight or Car together to unlock savings

Top Golf vacation packages in Keewaydin Island

Price found within the past 48 hours. Click for updated prices.
  • Private beach, surfing, kayaking, rowing
    Sep 26 - Sep 29

    Manasota Key Resort + Flight

    Manasota Key
    3 nights
    2.5 star property
    9.4/10 - Exceptional (306 reviews)
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop RSW - BOS • 1 stop
    Save 100% on your flight
    $925
    $623
    per traveler
    found 1 day ago
    Manasota Key Resort
  • View from room
    Sep 6 - Sep 12

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

    Vanderbilt Beach
    6 nights
    4.5 star property
    9.0/10 - Wonderful (1,009 reviews)
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop RSW - BOS • Nonstop
    Save 100% on your flight
    $1,913
    $1,125
    per traveler
    found 1 day ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • 2 outdoor pools, cabanas (surcharge), pool umbrellas
    Oct 19 - Oct 25

    The Perry Hotel Naples + Flight

    Naples
    6 nights
    4.5 star property
    9.6/10 - Exceptional (990 reviews)
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop RSW - BOS • Nonstop
    Save 100% on your flight
    $1,460
    $928
    per traveler
    found 1 day ago
    The Perry Hotel Naples
  • Aerial view
    Oct 10 - Oct 14

    Tween Waters Island Resort & Spa + Flight

    Captiva
    4 nights
    3.0 star property
    8.6/10 - Excellent (1,003 reviews)
    "It took more than two hours to check in after check point of 4:00 pm - We supposed to get a call to confirm that the room was ready, a call that never happened. There has been a lot of rain so it did not help to have a clear view of the whole property. Restaurants are of good quality and the staff was very nice."
    Reviewed August 1, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • 1 stop RSW - BOS • Nonstop
    Save 100% on your flight
    $1,111
    $730
    per traveler
    found 1 day ago
    Tween Waters Island Resort & Spa
  • In-room safe, blackout drapes, iron/ironing board, cribs (surcharge)
    Oct 18 - Oct 24

    Casa Ybel Resort + Flight

    Mid Island
    6 nights
    2.5 star property
    8.8/10 - Excellent (397 reviews)
    "Disappointed to learn that this resort charges for chairs on the beach. Having a kitchen was a selling point for us, as we don’t like to eat out every meal on vacation. Unfortunately, there were very few utensils, cookware and storage pieces within. The paper products were extremely cheap for a resort of this type. We had trouble with one TV in the bedroom and front desk was not concerned about helping us with this. They referred us to call back the next day. We did see an employee doing..."
    Reviewed August 1, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - MIA • Nonstop MIA - BOS • Nonstop
    Save 100% on your flight
    $1,444
    $964
    per traveler
    found 1 day ago
    Casa Ybel Resort

Find amazing golf vacations in Keewaydin Island

How can I find the best golf vacations in Keewaydin Island?

Swing into the best golf packages in Keewaydin Island. Punch in your travel dates then filter your results by guest and star rating, popular locations, and amazing extras like spas, pools, and ocean views.

Can I book cheap golf packages in Keewaydin Island?

Glorious golf on a budget is just a few clicks away. Sort your search results by price or deals to find amazingly affordable luxury golf. Right now, Keewaydin Island golf packages start at just $623. Prices and availability are subject to change. Additional terms may apply.

How can I find Keewaydin Island golf and spa packages?

If you long for a little tea tree before you tee off, a golf and spa package will keep you on your A game. Check the spa filter to take your pick from luxurious lodgings where you can live the dream after a round of 18.

How can I find luxury golf resort packages in Keewaydin Island?

Bag yourself a stay steps from a luxurious championship course by checking the 5* filter. Sort your results by rating to explore a little more extravagance and glam up your getaway with business class flights.

How can I look for Keewaydin Island casino golf packages?

Ch-ch-check the casino filter for cha-cha-ching-tastic casino and golf packages. From the pristine course to the baize of the roulette wheel, all you’ll see is green.

Can I book Keewaydin Island golf packages with airfare?

Get serious air before you reach the course by booking your accommodation, flights, and car rental as a package. You can bag a better deal this way—and level up the convenience while you’re at it.

Why should I book a golf vacation for couples in Keewaydin Island?

If you’ve both got love for the clubs, a couple’s golf vacation is a hole in one. Book accommodation with a full-service spa, exclusive Champagne bar, and outdoor experiences to dip into before and after a round. Together.

Can I book a golf holiday in Keewaydin Island with free cancellation and/or flexible dates?

Grab a great golf getaway with free cancellation by filtering by payment option. You can find buy now, pay later options this way, too.

Why should I book my golf trip to Keewaydin Island with Expedia?

We put(t) an amazing choice of golf resorts in one place, so you can hit the fairway every time. And our trips are ATOL protected for extra peace of mind.