Destination · United States

Pebble Beach

Pebble Beach & Monterey Peninsula, California

Pebble Beach, Spyglass Hill, Spanish Bay, and the Monterey cliffs - the most cinematic stretch of public golf in America.

Updated May 2026 · By the Pinseekers Travel team

The short answer

Pebble Beach Resorts is a four-course property on the Monterey Peninsula, California, anchored by Pebble Beach Golf Links (the world's most famous public course and a regular U.S. Open host). Pinseekers Travel runs 4-5 night trips here for groups of 6 to 16, with on-property lodging at The Lodge, The Inn at Spanish Bay, or Casa Palmero, and rounds at Pebble, Spyglass Hill, and Spanish Bay. Pebble Beach tee times are reserved for resort guests on a confirmed-stay basis.

Best season

April - October (May & September are sweet spots)

Trip length

4-5 nights / 3-4 rounds

Group size

4 - 16 players

Pricing from

$5,500 - $11,000 per player

Best for

Bucket-list trips, milestone birthdays, retirements, anniversaries

Fly into

MRY (Monterey, on the peninsula) or SFO (2 hr drive)

On the Ground

“Pebble is one of my favorite places to take groups. The trick most operators miss is sequencing - playing Spyglass Hill before Pebble Beach Golf Links lets you absorb Spanish Bay's links character first, then build into the parkland-meets-coastal style at Spyglass, before the cliffside finish at Pebble. Get the order wrong and you blunt the impact of the experience you came for.”

Billy Belair, PGA Professional · Co-Founder, Pinseekers Travel

The courses we play

CourseDesignerType
Pebble Beach Golf LinksJack Neville & Douglas Grant (1919)Cliffside ocean parkland / coastal
Spyglass Hill Golf CourseRobert Trent Jones Sr. (1966)Coastal opening / forested closing
The Links at Spanish BayRobert Trent Jones Jr., Tom Watson & Sandy Tatum (1987)Modern links along Asilomar dunes
Del Monte Golf CourseCharles Maud (1897)Walkable parkland

Pebble Beach Golf Links

Jack Neville & Douglas Grant (1919) · Cliffside ocean parkland / coastal · 7,075 yds, par 72

Six-time U.S. Open host (1972, 1982, 1992, 2000, 2010, 2019) and the most photographed inland-meets-ocean golf in the country. Holes 4-10 along the Pacific cliffs are the bucket list itself.

Spyglass Hill Golf Course

Robert Trent Jones Sr. (1966) · Coastal opening / forested closing · 7,041 yds, par 72

First five holes hug the dunes above the Pacific; closing thirteen holes thread through the Del Monte forest. Many tour pros call it the toughest course on the peninsula.

The Links at Spanish Bay

Robert Trent Jones Jr., Tom Watson & Sandy Tatum (1987) · Modern links along Asilomar dunes · 6,821 yds, par 72

True links setup with restored native dunes and a bagpiper at sundown. The most playable of the three resort courses and the friendliest closer to a long Pebble round.

Del Monte Golf Course

Charles Maud (1897) · Walkable parkland · 6,365 yds, par 72

Oldest course in continuous operation west of the Mississippi. Short, walkable, and the perfect warm-up or 'cash games' round on a travel day.

Sample itinerary

A representative routing - every Pinseekers trip is tuned to the group's travel windows, handicaps, and tee-time preferences.

Day 1

Arrive Monterey, warm up at Spanish Bay

Land MRY by midday (or SFO with a 2-hr coastal drive). Check into The Inn at Spanish Bay or The Lodge at Pebble Beach. Afternoon round at The Links at Spanish Bay. Sundown bagpiper, dinner at Roy's at Spanish Bay.

Day 2

Spyglass Hill

Caddie round at Spyglass Hill - the toughest test on the peninsula. Lunch at Stillwater Bar & Grill at The Lodge. Afternoon at Carmel-by-the-Sea or 17-Mile Drive. Dinner at the Bench at Pebble Beach.

Day 3

Pebble Beach Golf Links - the marquee round

Caddie round at Pebble. Lunch at the Tap Room. Afternoon at the Pebble Beach Equestrian Center, the spa, or the wine library. Group dinner at Casa Palmero or Stillwater.

Day 4

Replay or Cypress Point experience

Replay Pebble (premium tier guarantees), play Del Monte for a walkable closer, or - for groups with a member host - coordinate a Cypress Point round. Farewell dinner at Casa Palmero.

Lodging & basecamp

Basecamp: The Lodge at Pebble Beach, The Inn at Spanish Bay, or Casa Palmero

All three hotels are on-property and grant resort-guest tee-time access at Pebble, Spyglass, and Spanish Bay. The Lodge sits beside the 18th green at Pebble - closest to the action and most iconic. Spanish Bay is quieter, with the bagpiper and the dunes. Casa Palmero is the boutique tier (24 rooms, butler service) and the choice for premium groups.

When to go

May, June, September, and early October are the sweet spots - fog burns off by mid-morning and conditioning is peak. July and August can be socked-in 'June Gloom' fog through lunch (still playable, just cooler). November-March is the wet season; February holds the AT&T Pebble Beach Pro-Am, which closes the resort to outside play for two weeks.

Getting there & transfers

MRY (Monterey Regional) is the closest commercial airport - small, with regional connections from SFO, LAX, PHX, DEN, DFW. Most groups fly into SFO and drive 2 hours down the Pacific Coast (Highway 1) or 17-Mile Drive. Pinseekers arranges car services, rental coordination, or for premium groups, private aviation into MRY.

Pricing tiers

Indicative ranges. Final quotes depend on group size, season, lodging, and tee-time tier - email events@pinseekerstravel.com for a custom build.

Standard

$5,500 - $7,500 per player

  • · 4 nights at The Inn at Spanish Bay (shared rooms)
  • · 3 rounds: Spanish Bay, Spyglass Hill, Pebble Beach Golf Links
  • · Caddies on Pebble and Spyglass
  • · Welcome dinner + breakfast daily
  • · Group transfers from MRY

Premium

$7,500 - $9,500 per player

  • · 5 nights at The Lodge at Pebble Beach (single rooms)
  • · 4 rounds (adds a Pebble replay or Del Monte)
  • · Caddies on every round
  • · Two group dinners (Bench + Stillwater)
  • · 17-Mile Drive private guide afternoon

Black Card

$9,500 - $13,000 per player

  • · 5 nights at Casa Palmero (suite category)
  • · 4 rounds with confirmed Pebble replay
  • · Private dinner at Casa Palmero with sommelier-paired tasting
  • · Spa credit + Equestrian Center experience
  • · Private aviation coordination into MRY

Tipping & budget tips

  • Caddie tips at Pebble run $100-$150 per bag on top of the caddie fee. Cash, end of round.
  • Pebble Beach Golf Links is a confirmed-resort-guest perk - there is no public booking, so the lodging tier matters more than at most resorts.
  • AT&T Pro-Am week (early February) closes the resort to outside play. Build trips for late October-early January or April-May for the best price/availability balance.
  • Lunch at the Tap Room is the value play; dinner at Stillwater is the splurge.

Common questions about Pebble Beach golf trips

How much does a Pebble Beach golf trip cost per person?

Pinseekers Travel Pebble Beach trips run $5,500 - $11,000 per player. Final pricing depends on group size, season, lodging tier, the caddie program, and whether you add premium rounds or off-property activities. We publish standard, premium, and black-card tiers on this page; email events@pinseekerstravel.com with your dates and roster size and we'll come back with a custom quote within one business day.

What is the best time of year for a Pebble Beach golf trip?

The prime window for Pebble Beach is April - October (May & September are sweet spots). Conditioning, weather, and tee-time access all peak in that range. Shoulder months can drop pricing 20-30% with most days still playable. We don't book outside the prime window unless the group prefers off-season value over guaranteed weather - the "When to go" section above breaks down each month in detail.

How many days should a Pebble Beach golf trip be?

Most Pebble Beach groups travel for 4-5 nights / 3-4 rounds. Shorter than that and the marquee rounds feel rushed; longer and fatigue cuts into scoring on the closing days. We size every trip to the group's travel windows, handicaps, and how many courses they want to play - the sample itinerary on this page is one representative routing, not the only shape the trip can take.

What are the must-play courses at Pebble Beach?

The marquee rounds we sequence on a Pebble Beach trip are Pebble Beach Golf Links, Spyglass Hill Golf Course, The Links at Spanish Bay, Del Monte Golf Course. Each is profiled in "The courses we play" section above with designer, course type, and the strategic reason it earns a tee time on the schedule. Additional add-on rounds and replay options are available for groups that want to extend the trip or get a second crack at a favorite layout.

What's the closest airport to Pebble Beach?

Most groups fly into MRY (Monterey, on the peninsula) or SFO (2 hr drive). Pinseekers arranges group transfers from the airport to the basecamp and between courses for groups of four or more, with larger groups split across multiple vans. Private aviation arrivals are coordinated separately when the group has access. The "Getting there & transfers" section above lists the alternates worth considering.

Can I ship my golf clubs to Pebble Beach?

Yes. Pinseekers handles club shipping on every trip via Ship Sticks or Luggage Forward, with door-to-door pickup from your home or club and delivery to the resort bag room before arrival. Most groups ship one direction and fly back with their sticks; we coordinate the pickup window, the labels, and the resort hand-off so you land and play.

What's a typical group size for a Pebble Beach golf trip?

Pebble Beach trips typically run 4 - 16 players. The format suits bucket-list trips, milestone birthdays, retirements, anniversaries. Smaller groups (under the listed minimum) are workable but lose tee-time flexibility; larger groups need a custom build and a longer lead time for lodging blocks. Tell us your roster size in the brief and we'll size the routing - and the sample itinerary - around it.

How early should I book a Pebble Beach golf trip?

Book Pebble Beach trips six to twelve months ahead for prime-season dates. Marquee rounds and on-property lodging fill earliest, especially over weekends in the April - October (May & September are sweet spots) window. Off-season and weekday trips can sometimes be confirmed inside 90 days. Send the brief as soon as the group's dates are firm; we hold tee times the same week the contract is signed.

Are caddies available at Pebble Beach?

Caddies are available at most Pebble Beach courses and required at a few. Pinseekers books the caddie program with the round - including forecaddies, pro-line caddies, and walking-only setups where the property requires it. We brief every caddie on the group's preferences before the round goes off, and tipping guidance is included in the trip packet so nobody is guessing on the first tee.

Does Pinseekers handle non-golfer activities at Pebble Beach?

Yes. Pinseekers coordinates non-golfer activities on every Pebble Beach trip - spa, dining, off-property tours, cultural experiences, fishing, and whatever else the group's spouses or non-golfing partners want to fit in. Tell us in the brief who's traveling and what they want to do, and we'll build the parallel schedule into the trip without making it feel like a separate booking.

Further Reading

Plan your Pebble Beach trip

Pinseekers Travel runs Pebble Beach trips end-to-end - tee times, lodging, transfers, dining, and the on-trip schedule. Send a brief and we'll come back with two routings within one business day.

Inquire about Pebble Beach

Last updated: 2026-05-05