← All Trips
California, US

Monterey Peninsula

5 Days / 4 Nights 4-8 Guests Year-Round From $6,500
Reserve Your Spot — $1,000 Deposit Fully refundable · Secure checkout via Stripe

There's a reason the 7th hole at Pebble Beach is the most photographed in golf. But the real story is what happens after the round — private vineyard dinners in Carmel Valley, Pacific seafood suppers at sunset, and mornings that start with fog burning off the Monterey Bay. This is California golf and culinary at its absolute peak.

4 rounds designed to tell a story

01

Pebble Beach Golf Links

18 Holes · Par 72

The crown jewel of American golf. Cliffside holes that hover above the Pacific, with the 7th and 18th among the most iconic in the sport. Worth every dollar.

The Moment: Standing on the 7th tee — 106 yards, downhill, ocean on three sides.
02

Spyglass Hill Golf Course

18 Holes · Par 72

Tougher than Pebble, according to most who've played both. The opening five holes weave through sand dunes along the coast before plunging into the Del Monte Forest for a tree-lined fight to the finish.

The Moment: The 1st hole: a downhill par-5 with the entire Pacific as your backdrop.
03

The Links at Spanish Bay

18 Holes · Par 72

A Scottish-style links transplanted to the California coast, co-designed by Robert Trent Jones Jr. and Tom Watson. Firm turf, pot bunkers, and a bagpiper who plays you in at sunset.

The Moment: The lone bagpiper at sunset as you walk up 18. Every single evening.
04

Poppy Hills Golf Course

18 Holes · Par 71

The only course on the Monterey Peninsula owned by a golf association (NCGA). Redesigned by Robert Trent Jones II, it weaves through the Del Monte Forest with elevation changes that keep you guessing.

The Moment: The back nine through the towering Monterey pines.

Dinners that deserve their own tee time

Private Vineyard Dinner in Carmel Valley

A six-course dinner at a Carmel Valley estate winery. The winemaker walks you through each pairing while the chef builds the menu around what's ripe in the valley that week.

Pacific Coast Seafood Supper

Dungeness crab, Monterey Bay abalone, and local rockfish prepared dockside. Eaten on a private terrace overlooking Cannery Row with a sommelier pouring Santa Lucia Highlands Pinot Noir.

Wine Cave Tasting Experience

Descend into a limestone cave cellar for a vertical tasting of estate Cabernet Sauvignon paired with artisan cheeses from a local creamery. Limited to your group only.

Your 5 days, planned

Day 1 Arrival & Pacific Welcome
Morning

Arrive Monterey. Private transfer to your oceanfront accommodation.

Afternoon

Settle in. Optional: 17-Mile Drive scenic tour at your own pace.

Evening

Welcome dinner: Pacific Coast seafood supper overlooking Monterey Bay.

Day 2 Pebble Beach
Morning

Breakfast at the Lodge. Walk to the 1st tee.

Afternoon

18 holes at Pebble Beach Golf Links. Post-round drinks at the Tap Room.

Evening

Private vineyard dinner in Carmel Valley. Wines, courses, and a sunset you'll remember.

Day 3 Spyglass Hill & Wine Caves
Morning

Breakfast. Short transfer to Spyglass Hill.

Afternoon

18 holes at Spyglass Hill. The toughest round of the trip.

Evening

Wine cave tasting experience followed by a Carmel-by-the-Sea walking dinner.

Day 4 Spanish Bay & Poppy Hills
Morning

Breakfast. Morning round at Poppy Hills through the Monterey pines.

Afternoon

Rest or explore Carmel. Afternoon round at Spanish Bay.

Evening

Farewell dinner: Chef's tasting menu at the Inn at Spanish Bay, with the bagpiper as your soundtrack.

Day 5 Departure
Morning

Final breakfast overlooking the Pacific. Private transfer to airport.

Afternoon

Depart with a FairwayFare gift: a bottle from the vineyard dinner, signed by the winemaker.

Choose your experience level

Essential
$6,500/person

The Monterey experience, beautifully executed.

  • 4 nights at a premium Pebble Beach resort
  • 4 championship rounds with green fees & carts
  • All curated dinners
  • Private vineyard dinner in Carmel Valley
  • Ground transportation throughout
  • FairwayFare trip coordination
Reserve Your Spot — $1,000 Deposit Or inquire first →
Private
$15,000/person

Fully bespoke Monterey. Every detail, yours.

  • Everything in Premier, plus:
  • Private villa on 17-Mile Drive
  • Personal chef for every meal
  • Helicopter coastal tour
  • Private caddie for all rounds
  • Dedicated FairwayFare host on-site
Reserve Your Spot — $1,000 Deposit Or inquire first →

All prices are per person based on double occupancy. Group discounts available for parties of 8+. Custom itineraries available on request.

Ready to book Monterey Peninsula?

Secure your spot with a $1,000 refundable deposit. We'll follow up within 48 hours with your personalized trip proposal.

Secure payment via Stripe · Fully refundable until final confirmation