THE PAINTED FEW QUARTERLY TRIP
Choose
Your Escape
Every season, The Painted Few holds one travel drawing. Eligible entries from both the Places Collection and the Driver's Collection are combined into a single drawing pool. One winner is selected from all eligible Painted Few entries and receives the advertised travel prize.
THE PAINTED FEW QUARTERLY TRIP
One winner. Three ways to wander.
How it works
Pick one.
The winner chooses one package for themselves and one guest after the drawing.
Trips must be booked at least 3 months ahead and completed within 1 year of winning.
Read the official rulesThe entry
Every Member Is Entered to Win
Every season, The Painted Few holds one travel drawing. Eligible entries from both the Places Collection and the Driver's Collection are combined into a single drawing pool. One winner chooses Carmel-by-the-Sea, Napa Valley, or Maui. Active members receive matching tier-specific entries each month: Passport 10 art + 10 vacation, Explorer 20 + 20, Voyager 40 + 40, and Collector 60 + 60. Join by November 30, 2026 to receive 100 bonus entries in this season's vacation giveaway. Your first fine art print ships December 1, 2026. No purchase necessary — see Official Rules for free method of entry.
View Membership OptionsThe three packages
Go where the season takes you.
Each choice has a different rhythm: Carmel for the coast, Napa for the table, or Maui for a full week of island time. The winner selects one package after being contacted.
01 · Coast + village
A few days in Carmel.
Spend four days and three nights at L’Auberge Carmel, with airfare for two, a standard rental car, Monterey Bay Aquarium admission, and a $250 Visa gift card for dining, shopping, and exploring.
02 · Wine country
A long weekend in Napa Valley.
Settle into Andaz Napa Valley for four days and three nights, with a standard rental car for exploring the valley and economy airfare for two to either Oakland International Airport or Sacramento International Airport. The package also includes a wine tasting for two at Chandon.
03 · Island time
Seven nights on Maui.
Spend seven nights at Hyatt Vacation Club at Ka'anapali Beach in a one-bedroom Mountain View accommodation. This is a lodging-only package: flights, rental car, meals, and other travel costs are not included. Availability is limited, so the winner must be flexible with their schedule.
The choice
Three destinations
The stays
4 days or 7 nights
The travelers
Winner + one guest
The travel window
Book 3 months ahead · travel within 1 year
Carmel-by-the-Sea
Where the Coast Becomes a Canvas
Rugged cliffs meet white sand beaches. Windswept cypress trees frame the Pacific. Art galleries line village streets, and the light shifts from golden to silver as the fog rolls in. This is the Monterey Peninsula — the inspiration behind our debut collection and one of three destinations in this year's Painted Few quarterly trip.
01Carmel-by-the-Sea
A Village Built for Wandering
Carmel's white sand beach sits at the end of a village with no street addresses, no chain stores, and no shortage of charm. Walk beneath ancient Monterey cypress trees along the coastal bluffs, duck into galleries and boutiques tucked inside storybook cottages, and end the evening at one of the restaurants that make this one of California's most beloved small towns.
02The Art Scene
Galleries Around Every Corner
Carmel has been an artist colony since the early 1900s. Today, dozens of galleries line the streets — from contemporary paintings and sculpture to photography and fine craft. It's the kind of place where you turn a corner and stop walking because something in a window catches your eye.
03
17-Mile Drive
The Lone Cypress & Pebble Beach
One of the most scenic drives on Earth winds through Del Monte Forest along the rocky coastline. The Lone Cypress — standing on its granite perch for over 250 years — is the most photographed tree in North America. Nearby, the legendary Pebble Beach Golf Links hugs the cliffs where the Pacific crashes against the shore. Even if you never pick up a club, the views alone are worth the drive.
04Worth the Drive
McWay Falls & the Big Sur Coast
Head south from Carmel on Highway 1 and the road becomes the destination. About 45 minutes down the coast, the cliffs of Big Sur give way to one of the most photographed spots in California — McWay Falls, an 80-foot waterfall that drops straight onto a pristine cove beach in Julia Pfeiffer Burns State Park. The walk to the overlook is barely half a mile on a mostly paved path — ten minutes and you're standing above it. The drive alone, winding along the edge of the Pacific with nothing but ocean and sky, is one of the great road trips in the world.
05Monterey
Cannery Row
Once the sardine capital of the world — immortalized by John Steinbeck — Cannery Row has reinvented itself as a waterfront destination of restaurants, shops, wine tasting rooms, and the world-famous Monterey Bay Aquarium. The old cannery buildings still stand, their industrial bones now filled with energy and light.
06Included with Your Trip
Monterey Bay Aquarium
Perched on the edge of the Pacific at the end of Cannery Row, the Monterey Bay Aquarium is one of the finest in the world. Stand face-to-face with sea otters, watch jellyfish drift through electric blue light, and peer into the vast Open Sea exhibit. Two admission tickets are included with this trip — it's the kind of place you don't want to rush.
07Just Up the Road
WeatherTech Raceway Laguna Seca
Tucked into the golden hills east of Monterey, Laguna Seca is one of the most iconic racetracks in the world. Its famous Corkscrew turn — a blind, downhill left-right with a five-and-a-half-story elevation drop — has to be seen to be believed. Whether or not there's a race weekend during your visit, the track and surrounding area are a destination of their own.
The fine print
Good luck, and read everything.
NO PURCHASE OR PAYMENT IS NECESSARY TO ENTER OR WIN. ODDS DEPEND ON THE TOTAL NUMBER OF ELIGIBLE ENTRIES RECEIVED.
SEPARATE SOCIAL PROMOTION: The $500 airline gift card giveaway is separate from the quarterly trip drawing. Read the promotion-specific rules.
Open to legal residents of the forty-eight (48) contiguous United States and the District of Columbia who are at least eighteen (18) years of age at the time of entry (or the age of majority in their state of residence, if higher). Residents of Alaska and Hawaii are not eligible. Employees of Sponsor or household members are not eligible. Void where prohibited by law.
THE PAINTED FEW QUARTERLY TRIP: Every season, The Painted Few holds one travel drawing. Eligible entries from both the Places Collection and the Driver's Collection are combined into a single drawing pool. One winner is selected from all eligible Painted Few entries and receives the advertised travel prize. The promotion is sponsored by The Painted Few, LLC, Kingwood, TX. Odds of winning depend on the total number of eligible entries received.
Prize consists of the winner's choice of one (1) of the following packages for the winner and one (1) guest: Carmel-by-the-Sea: four (4) days / three (3) nights at L'Auberge Carmel (standard room, double occupancy); economy round-trip airfare for two (2) from the major commercial airport nearest the winner's residence to San José International Airport (SJC), with one standard carry-on permitted per traveler; a standard rental car for four (4) days; two (2) general admission tickets to the Monterey Bay Aquarium; and one (1) $250 Visa gift card. Napa Valley: four (4) days / three (3) nights at Andaz Napa Valley; economy round-trip airfare for two (2) from the major commercial airport nearest the winner's residence to either Oakland International Airport (OAK) or Sacramento International Airport (SMF), as selected by Sponsor and subject to availability; a standard rental car; and one (1) wine tasting for two (2) at Chandon. Maui: seven (7) nights at Hyatt Vacation Club at Ka'anapali Beach in a one-bedroom Mountain View accommodation, subject to limited availability. The Maui package is lodging only and does not include airfare, a rental car, meals, ground transportation, or other travel expenses. For any included rental car, the primary or authorized driver must be at least twenty-five (25) years old and meet the rental provider's requirements. Checked-bag fees, seat selection, upgrades, fuel, tolls, parking, insurance, deposits, provider fees, taxes, and expenses not specifically included are the responsibility of the winner or traveler. The Carmel package has an Approximate Retail Value ("ARV") of $4,250; ARV for the selected package may vary based on the winner's location, travel dates, availability, and provider pricing. Any difference between a stated ARV and the actual value will not be awarded.
Travel must be booked at least three (3) months, or ninety (90) calendar days, before the first scheduled travel date and completed within one (1) year of the prize award date. Travel dates are subject to availability, 2027 holiday and peak-travel blackout periods, and provider-specific restrictions. The Maui package has limited availability and requires the winner to be flexible with travel dates. Winner must be available to travel on dates mutually agreed upon by the Sponsor and winner. If winner cannot travel within the required window, or cannot accommodate the availability requirements of the selected package, the prize may be forfeited; no cash alternative is guaranteed.
FREE METHOD OF ENTRY (AMOE): To enter without a purchase, follow the complete hand-written mail-in instructions in the Official Rules and mail each individually stamped, hand-addressed envelope to: The Painted Few, 4582 Kingwood Drive, Suite E, PO Box 120, Kingwood, TX 77345. Each properly submitted envelope is worth one (1) entry. There is no limit on the number of eligible mail-in entries an individual may submit. Each entry must be mailed separately; mechanically reproduced or bulk entries will not be accepted.
ENTRY STRUCTURE: Active members receive tier-specific matching entries every month: Passport 10 art + 10 vacation, Explorer 20 + 20, Voyager 40 + 40, and Collector 60 + 60; Driver's Collection uses the same 10 + 10, 20 + 20, 40 + 40, and 60 + 60 structure across Ignition, Apex, Grand Tour, and Collector Series. Vacation entries from the three eligible months combine for the quarterly drawing. New members who join by November 30, 2026 receive an additional one hundred (100) entries. This launch bonus applies only to this quarterly vacation giveaway.
For complete Official Rules including eligibility requirements, entry procedures, prize details, and winner notification, visit the Official Rules page.
© 2026 The Painted Few, LLC. All rights reserved. All photos shown are representative of the destination and prize experience. Actual prize fulfillment and accommodations may vary. The Painted Few is not affiliated with the hotels, venues, or attractions depicted on this page unless otherwise stated.