Top Golf vacation packages in Florida Keys

Price found within the past 48 hours. Click for updated prices.

Hawks Cay Resort

$766

per person

Feb 14 - Feb 17

found 1 day ago

Roundtrip flight included

Indianapolis (IND) to Miami (MIA)

8/10 Very Good! (1,003 reviews)

The resort was beautiful, the room was nice and clean although the day after we arrived housekeeping did not come to our room to empty garbages and give us fresh towels and had to ask at front desk. But after that it was not a problem. Also 1 morning we woke up to no water in our room and had to call front desk and eventually was turned back on. Other than those things we had a nice time.

Reviewed on Dec 14, 2025

Cheeca Lodge & Spa

Matecumbe

Save 100% on your flight

$1,713

per person

Feb 14 - Feb 17

found 1 day ago

Roundtrip non-stop flight included

Colorado Springs (COS) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Everything was awsome

Reviewed on Dec 7, 2025

Tranquility Bay Beachfront Hotel and Resort

Save 100% on your flight

$912

per person

Jan 15 - Jan 18

found 20 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (1,003 reviews)

This place was impeccable! Clean rooms, friendly staff that come daily like clockwork. The grounds are well maintained with beautiful views.

Reviewed on Dec 12, 2025

Pier House Resort & Spa

Key West Historic District

Save 100% on your flight

$1,794

per person

Feb 14 - Feb 17

found 1 day ago

Roundtrip non-stop flight included

Charlottesville (CHO) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

Clean room, great amenities, very nice staff and close by foot to restaurants and stores.

Reviewed on Dec 14, 2025

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

$1,202

per person

Feb 14 - Feb 16

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (1,044 reviews)

Staff was exceptional. At check in we found one of the rooms musty (Winslow bungalow 21), asked to be moved. The check in lady was very accommodating, great customers service. The second bungalow #38 was very noisy in the morning as its close to the breakfast serving area and adjacent to the staff entrance for supplies. You can hear the door slamming behind the staff each time they go in and out. I raised the concern to the 2 staff members stocking the room, and promptly they must have reported it to their supervisor, as one came out to speak to me within 5 min of reporting the issue. I didnt ask to speak with a manager, but was pleasantly suprised that the staff took my concern seriously and took initiative to resolve it. The manager was pleasant and had some quick solutions and also said she will escalate the issue so that a permanent solution can be put in place. I give all the staff we encountered, 5*, from check in, to the bartender, they really know customer service. The property and its lush pathways are beautiful. Its quiet and quaint and the location and proximity to Duval street can't be beat.

Reviewed on Dec 12, 2025

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5* Golf vacations in Florida Keys

Price found within the past 48 hours. Click for updated prices.

Cheeca Lodge & Spa

Matecumbe

Save 100% on your flight

$1,713

per person

Feb 14 - Feb 17

found 1 day ago

Roundtrip non-stop flight included

Colorado Springs (COS) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Everything was awsome

Reviewed on Dec 7, 2025

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3 Night Golf vacations in Florida Keys

Price found within the past 48 hours. Click for updated prices.

Hawks Cay Resort

$766

per person

Feb 14 - Feb 17

found 1 day ago

Roundtrip flight included

Indianapolis (IND) to Miami (MIA)

8/10 Very Good! (1,003 reviews)

The resort was beautiful, the room was nice and clean although the day after we arrived housekeeping did not come to our room to empty garbages and give us fresh towels and had to ask at front desk. But after that it was not a problem. Also 1 morning we woke up to no water in our room and had to call front desk and eventually was turned back on. Other than those things we had a nice time.

Reviewed on Dec 14, 2025

Cheeca Lodge & Spa

Matecumbe

Save 100% on your flight

$1,713

per person

Feb 14 - Feb 17

found 1 day ago

Roundtrip non-stop flight included

Colorado Springs (COS) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Everything was awsome

Reviewed on Dec 7, 2025

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Save 100% on your flight

$1,323

per person

Feb 14 - Feb 17

found 1 day ago

Roundtrip flight included

Colorado Springs (COS) to Key West (EYW)

9.2/10 Wonderful! (1,044 reviews)

Staff was exceptional. At check in we found one of the rooms musty (Winslow bungalow 21), asked to be moved. The check in lady was very accommodating, great customers service. The second bungalow #38 was very noisy in the morning as its close to the breakfast serving area and adjacent to the staff entrance for supplies. You can hear the door slamming behind the staff each time they go in and out. I raised the concern to the 2 staff members stocking the room, and promptly they must have reported it to their supervisor, as one came out to speak to me within 5 min of reporting the issue. I didnt ask to speak with a manager, but was pleasantly suprised that the staff took my concern seriously and took initiative to resolve it. The manager was pleasant and had some quick solutions and also said she will escalate the issue so that a permanent solution can be put in place. I give all the staff we encountered, 5*, from check in, to the bartender, they really know customer service. The property and its lush pathways are beautiful. Its quiet and quaint and the location and proximity to Duval street can't be beat.

Reviewed on Dec 12, 2025

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See all available trips from Columbus to Florida Keys

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4 Night Golf vacations in Florida Keys

Price found within the past 48 hours. Click for updated prices.

Hawks Cay Resort

Save 100% on your flight

$699

per person

Jan 14 - Jan 18

found 18 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Miami (MIA)

8/10 Very Good! (1,003 reviews)

The resort was beautiful, the room was nice and clean although the day after we arrived housekeeping did not come to our room to empty garbages and give us fresh towels and had to ask at front desk. But after that it was not a problem. Also 1 morning we woke up to no water in our room and had to call front desk and eventually was turned back on. Other than those things we had a nice time.

Reviewed on Dec 14, 2025

Cheeca Lodge & Spa

Matecumbe

Save 100% on your flight

$1,550

per person

Jan 14 - Jan 18

found 12 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Everything was awsome

Reviewed on Dec 7, 2025

Hyatt Vacation Club at Windward Pointe, Key West

Save 100% on your flight

$1,059

per person

Feb 16 - Feb 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.6/10 Exceptional! (1,002 reviews)

Excellent place to stay on Key West, spacious apartment, nice view, quiet area, great pool area and billiard table, mini market inside property. Just 10 min drive to famous Duvall Street and different restaurants walking distance from the hotel.

Reviewed on Dec 15, 2025

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How can I find the best golf vacations in Florida Keys?

Swing into the best golf packages in Florida Keys. 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 Florida Keys?

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, Florida Keys golf packages start at just $699. Prices and availability are subject to change. Additional terms may apply.

How can I find Florida Keys 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 Florida Keys?

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 Florida Keys 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 Florida Keys 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 Florida Keys?

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 Florida Keys 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 Florida Keys 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.

Top Golf Florida Keys Hotels

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

3 hours drive from Duval Street

Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...

9.2/10 Wonderful! (1,266 reviews)

Travelers like: golf course on site, sauna, steam room, hot tub

Travelers say...

Everything was awsome

Reviewed on Dec 7, 2025

Pier House Resort & Spa

1 Duval St Key West FL

11 min walk from Duval Street

Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...

9/10 Wonderful! (1,003 reviews)

Travelers like: golf course nearby, golf lessons nearby, hot tub

Travelers say...

Our stay at Pier House Resort was truly amazing. The ambiance throughout created a genuine “Don’t Worry, Be Happy” atmosphere that made our getaway unforgettable. Every staff member we interacted with was courteous, professional, and friendly — they took wonderful care of us from start to finish. ...

Reviewed on Dec 10, 2025

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

11 min walk from Duval Street

Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

8.6/10 Excellent! (2,918 reviews)

Travelers like: golf course nearby, golf lessons nearby, bar

Travelers say...

Beautiful beach property. Great pools, fun activities, lovely pier to sun bask on. Clean rooms. Avalon house all decked out for Christmas. Second time here, highly recommend!

Reviewed on Dec 11, 2025

See all 8,444 properties in Florida Keys

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.