Best season
Winter
Mar · Apr · May · Nov
Trip cost · per golfer
$1,900–$4,900
5-night trip
Nearest airport
EYW
51 mi · EYW
Difficulty
mixed
Handicap 8–28
Overview
Key West offers a unique golf experience, blending island charm with challenging play on its single championship course. Beyond golf, it's a vibrant destination for sun, sea, and unforgettable nightlife, perfect for a golf getaway with a side of paradise.
Top courses
Editor-picked layouts ranked by prestige, conditioning and player experience.
Design by Rees Jones · Par 70 · 6,500 yds
Florida's only Caribbean-style golf course, designed by Rees Jones, featuring an abundance of water hazards and mangrove forests. Play conservatively off the tee on many holes; accuracy over distance is key here.
Design by Rees Jones · Par 35 · 3,200 yds
The back nine of Key West Golf Club offers tighter fairways and more prevalent water features than the front. Be prepared for wind on the back nine, which can drastically alter club selection.
Design by Rees Jones · Par 35 · 3,300 yds
The front nine of Key West Golf Club starts with some open holes before narrowing into more challenging, water-laden layouts. Warm up on the range as the opening holes require good ball striking immediately.
Design by N/A · Par 0 · 0 yds
A well-maintained driving range and practice area perfect for warming up or honing your short game skills. Arrive early for your tee time to allow ample time to hit some balls and putt.
Stay & play
Resort packages bundle lodging, rounds, range access, and on-site dining. Hotel-only options give you flexibility to course-hop.
Resort
A luxurious waterfront resort offering stunning Gulf of Mexico views, a full-service spa, and a private beach.
Hotel
This charming hotel provides direct beach access, three pools, and a relaxed atmosphere near Duval Street.
Resort
A modern resort with three pools, an on-site restaurant, and easy access to the historic seaport.
Boutique Inn
Historic inn with charming cottages and rooms, multiple pools, offering a tranquil escape in Old Town Key West.
Off the course
Non-golf experiences worth building into your trip — from local landmarks to nature, food, and culture.
Experience daily street performers, craft vendors, and food stalls as the sun sets over the Gulf of Mexico.
Explore the vibrant marine life and colorful coral reefs of the Florida Keys, America's only living barrier reef.
Tour the historic residence of the famous author, home to numerous six-toed cats, and learn about his life in Key West.
Embark on a deep-sea or backcountry fishing trip to catch species like mahi-mahi, snapper, or tarpon.
Wander through a lush, glass-enclosed habitat filled with hundreds of colorful butterflies and exotic birds.
Itineraries
Choose your trip length. Each plan is built around the marquee courses, with rest, dining, and travel days dialed in.
Day 1
Land at EYW, transfer to your hotel, hit the range, and grab a casual dinner at Blue Heaven.
Day 2
Morning tee time at Key West Golf Club. Lunch at the clubhouse, afternoon recovery, dinner at Santiago's Bodega.
Day 3
Morning tee time at Key West Golf Club (Back 9). Lunch at the clubhouse, afternoon recovery, dinner at Duval Street's Best Cuban.
Day 4
Morning tee time at Key West Golf Club (Front 9). Lunch at the clubhouse, afternoon recovery, dinner at Half Shell Raw Bar.
Day 5
Early tee time at Key West Golf Club (Practice Range), light lunch, then transfer back to EYW.
Budget
Realistic ranges sourced from current resort rates, public green fees, and group dining averages.
Lodging 5 nights · $271/nt | $1,355 |
Golf 4 rounds · $158 avg | $632 |
Food & drink ~$110/day | $550 |
Ground transport Rideshare + cart fees | $300 |
Flights Search Skyscanner for live fares | Variable |
| Estimated total · per golfer | $2,837 |
Season
tropical
When to book: 3-6 months out
Dining
From clubhouse classics to chef-driven dinners worth a reservation.
American/Caribbean
An iconic outdoor restaurant known for its unique atmosphere, live music, and delicious breakfast and seafood dishes.
American/Seafood
Fine dining restaurant on Sunset Key, accessible by ferry, offering breathtaking sunset views and exquisite cuisine.
Tapas
Popular spot offering an extensive menu of small plates and a lively, intimate ambiance perfect for sharing.
Cuban
A local favorite serving authentic Cuban sandwiches, coffee, and traditional dishes in a casual setting.
Seafood
A vibrant, open-air raw bar right on the historic Key West Bight, serving fresh local seafood year-round.
American
Renowned for its delicious brunch, this cozy eatery offers comfort food with a sophisticated twist.
After dark
Where the buddy trips end up after the 19th hole.
Bar/Live Music
Ernest Hemingway's favorite bar, known for live music, strong drinks, and a lively, historic atmosphere.
Dive Bar/Live Music
A classic Key West dive bar boasting a quirky charm, excellent live music, and a genuinely local feel.
Bar/Club
Famous for its frozen daiquiris and energetic party atmosphere, right on the bustling Duval Street.
Tee times
Live inventory from GolfNow plus flight comparison from Skyscanner. Prices update in real time.
FAQ
Winter (Mar, Apr, May, Nov, Dec). tropical
Plan on $1,900–$4,900 per golfer for a 5-night trip including lodging, rounds, food and ground transport. Flights are extra.
EYW, about 51 miles from the resort area. Most national hubs offer non-stop service via EYW.
5 nights is the sweet spot — enough for 4 full rounds plus a rest or sightseeing day.
Yes — popular with corporate, families, couples, seniors. Strong nightlife close to the courses.
Ready to book
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Trip snapshot
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