Florida · Golf trip guide

Florida: Streamsong’s sandy links, Orlando’s resort variety, and winter golf in shirtsleeves.

The complete guide to a buddies golf trip in Florida — Streamsong’s links courses, Orlando’s resort golf, and Naples’ upscale scene — with courses, where to stay, when to go, and cost.

3
Streamsong championship courses
Nov–Apr
Peak golf season
Year-round
Golf weather
~1 hr
Streamsong from Tampa or Orlando

Your Florida planning kit

Everything you need to plan it yourself — or hand it to us.

Florida is the country’s winter golf engine — but for a buddies trip it’s really three different trips. Streamsong, between Tampa and Orlando, is the pure-golf bucket-list pick: three links-style courses rising out of reclaimed sand dunes. Orlando is the variety play — endless resort golf plus everything a mixed group (and the non-golfers) could want. And Naples is the upscale, beach-and-golf escape for the snowbird season.

This guide covers all three, the courses worth your rounds, where to base, when to go, and how to think about cost. Or we’ll plan the whole thing for you.

Why Florida works for a group

  • Winter golf in shirtsleeves. When the north is frozen, Florida is the reliable warm-weather escape — and golf is genuinely year-round.
  • A true links surprise. Streamsong’s sandy, walkable, caddie-friendly courses feel nothing like the Florida golf stereotype — they’re world-class.
  • Variety for any group. Orlando layers in resort courses, dining, nightlife, and theme parks; the Gulf coast adds beaches. Something for the diehards and the dabblers.
  • Easy logistics. Major airports (Tampa, Orlando), short drives, and group-ready resorts everywhere.

How to use this guide

Start with the three spokes below — the courses, where to stay, and a sample itinerary. Then use the quick answers, including the first big choice: Streamsong, Orlando, or Naples?

The Florida move: if the trip is about the golf, base at Streamsong and keep it pure. If it’s about the group — mixed interests, big nights, maybe a park day — Orlando flexes to fit everyone.

Quick answers

When is the best time for a Florida golf trip?
November through April is peak — warm, dry, and a welcome escape from northern winter. Summer is hot and humid with near-daily afternoon thunderstorms, so groups tee off early; green fees also drop sharply in the off-season. Spring and fall are pleasant shoulders.
Where should you go golfing in Florida with friends?
For a pure golf buddies trip, Streamsong (between Tampa and Orlando) is the standout — three links-style courses by Coore & Crenshaw, Tom Doak, and Gil Hanse on reclaimed sand dunes. Orlando offers the widest variety of resort golf plus everything for non-golfers, and Naples/southwest Florida is the upscale, snowbird-season pick.
How many days do you need for a Florida golf trip?
Three to four days. At Streamsong, that’s enough for all three courses plus the short course; in Orlando, it covers several resort courses with time for dinners out or a theme-park day; in Naples, a relaxed three or four rounds with the beach in between.
Where do you stay for a Florida golf trip?
It depends on the base. Streamsong is a self-contained, stay-and-play resort. Orlando is full of golf resorts (and vacation homes) with easy access to multiple courses and the parks. Naples favors beach-and-golf resorts and rentals for an upscale, low-key trip.
What is the best golf resort in Florida?
For a serious buddies golf trip, Streamsong Resort is the headline — a remote, links-style destination with three top-100-caliber courses. Orlando’s Reunion Resort and the Ritz-Carlton/Grande Lakes are standouts for variety, and Naples’ Tiburón is the marquee in the southwest.

Let us plan your Florida trip.

Tell us your dates, group size, and budget. We’ll build the whole thing — quoted to your number, no obligation.