West Coast

California Wine Country 4 Day Weekend



California Wine Country 4 Day Weekend

Bodega Bay to the Russian, Alexander, and Dry Creek Valleys

Saturate your senses in one of the world’s premier cycling regions, which provides an uncommon blend of panoramic views, flavorful wines, and elegant country living along quiet back roads.

Experience three exquisite days of active travel, amidst the undisputed elegance of California Wine Country. Traverse the remote Dry Creek Valley, a luxurious haven for wine enthusiasts the world over. Savor days filled with leisurely bicycle rides, bountiful picnics, and expertly crafted wine. Indulge in a private tasting and romantic dinner at one of the region’s most exclusive wineries, and settle into the lavish comforts of charming Wine Country retreats. Escape for a weekend bike trip in this sublime paradise and we bet you’ll never want to leave.
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4 days | 3 nights
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Start | End

Bodega Bay, California | Healdsburg, California





Today's Ride:

Point Reyes National Seashore to Bodega Bay
Approximately 33 miles with 1,600 feet of climbing

Short Option:

Point Reyes National Seashore to Tomales
Approximately 20 miles with 700 feet of climbing


After a private 1.5 hour shuttle, you’ll arrive at Point Reyes Station, on the edge of the National Seashore. You and your new traveling companions will gather for a signature Trek Travel picnic lunch. After a round of introductions, your Trek Travel guides will discuss bike safety and specific cycling tips for riding through the wine country. They’ll spend some time familiarizing you with your Trek bicycle make sure that you and your bike are the perfect fit. Take a stroll around the park and experience the Earthquake trail, or simply start your ride to Bodega Bay, tucked away on the north end of Tomales Bay. With pelicans flying overhead and fishing boats returning from a day on the ocean, this scenic waypoint welcomes us to the California Coast. Tonight you’ll reconvene with the rest of the group for pre-dinner drinks overlooking Bodega Bay and the Pacific Ocean before enjoying a delightful dinner at the Duck Club at Bodega Bay Lodge.

View meeting and departing information»


Bodega Bay Lodge and Spa
Visit Website

Included Meals:

Lunch | Social Hour | Dinner



Today's Ride:

Bodega Bay to Hotel Healdsburg
Approximately 47 miles with 1,600 feet of climbing

Short Option:

Bodega Bay to Armstrong Redwoods
Approximately 28 miles with 1,100 feet of climbing

Avid Option:

Bodega Bay to Hotel Healdsburg with Mays Canyon Loop
Approximately 52 miles with 1,900 feet of climbing


Enjoy a bountiful breakfast at your leisure before gathering for today’s ride. Once on our bikes, you’ll ride north along the majestic California Coast, with the waves crashing along the rocky cliffs and the pelicans coasting effortlessly over the open seas. You'll soon turn inland, following the beautiful Russian River to the heart of wine country. At the edge of the wine country, we will engage in one of Sonoma’s best kept secrets, the ancient redwood trees of Armstrong Woods State Park where you will enjoy a delicious lunch, and have the opportunity to explore the majestic forest. After taking a chance to refresh and relax, jump back on your bike and ride toward Healdsburg. You may choose to ride further, or indulge your palate with wine tastings, visit the pool, or head into Healdsburg to explore. The evening is yours as you enjoy the dinner of your choice at one of Healdsburg’s highly acclaimed restaurants.


Hotel Healdsburg
Visit Website

Included Meals:

Breakfast | Lunch



Today's Ride:

Healdsburg to Dry Creek Loop
Approximately 30 miles with 1,200 feet of climbing

Avid Option:

Healdsburg to Dry Creek Loop with Rockpile Road
Approximately 46 miles with 2,300 feet of climbing


Today you’ll follow the tranquil byways through the Alexander and Dry Creek Valleys. Stop for a tasting at one of the many well known wineries or challenge yourself on Rockpile Road, a beautiful detour through the Lake Sonoma Recreation Area. This climb entertains local cyclists and Pros alike with views of Lake Sonoma. In Dry Creek Valley, you’ll pass many distinctive wineries that will prove tempting for a visit on our way to lunch at the Dry Creek General Store. Taste the future wines from the barrel at Zichichi, or stop for a refreshing biodynamic, cool, crisp, Sauvignon Blanc in Quivira’s solar powered tasting room.This evening we will experience an incredible, truly Californian meal at the famed Charlie Palmer's Dry Creek Kitchen to finish off a wonderful wine country weekend.


Hotel Healdsburg
Visit Website

Included Meals:

Breakfast | Lunch | Dinner



Today's Ride:

Hotel Healdsburg Yoakim Bridge Loop
Approximately 20 miles with 400 feet of climbing

Short Option:

Hotel Healdsburg Lambert Bridge Short Loop
Approximately 11 miles with 200 feet of climbing


Take a final morning spin through the charming Dry Creek Valley to loosen up your legs or enjoy a peaceful morning in Healdsburg relaxing at the hotel. Take a stroll for a coffee at the guide favorite, Flying Goat. If you chose the ride, hurry out to Healdsburg’s town square for a little last minute shopping, or wine tasting before having lunch at the famed Oakville Grocery. You’ll say farewell to your guides at 1:00 PM at the Hotel Healdsburg, before boarding the shuttle to the Westin St. Francis Hotel in San Francisco, arriving at 3:00 PM. Taxi and shuttle services are available to both airports from there. If you plan to fly out of the Bay area on Sunday, please avoid scheduling your flight any earlier than 6:00 PM.

View meeting and departing information»

Included Meals:

Breakfast | Lunch




Explore the city of San Francisco

3 days | 2 nights

$999 per person

Based on double occupancy, single supplement surcharges may apply.


Visit the City on the Bay. 49 square miles of outstanding attractions, restaurants and culture! Explore Union Square, ride a cable car, visit Chinatown and Fisherman’s Wharf, visit the diverse museums and taste amazing culinary delights including fresh seafood. Or, discover the less well-known shops, restaurants and attractions and see the city from a new perspective.

Your San Francisco mini tour with a local expert will whisk you along San Francisco’s skyline Drive in a private luxury vehicle. You will head down the famous “Crooked Street” at Lombard & Hyde and stop for ample time to take photos, explore or purchase a quick lunch at ‘Steps of Rome cafe’ in colorful North Beach, San Francisco’s Bohemian/Italian district.

  • 2 Nights Accommodation at a 4 star property in downtown San Francisco
  • 1 Arranged dinner reservation at a hand-picked unique neighborhood bistro
  • 1 Scheduled private city tour
  • Ground transportation arranged accordingly from SFO airport to your San Francisco hotel or from your San Francisco hotel to SFO airport
  • Detailed list of our recommended area attractions and restaurants
  • Dedicated travel coordinator to assist with connections and reservations for your entire Trek Travel trip at no additional fee ($200 value)

How to get there

Choose the San Francisco add-on package before or after your California Wine Country trip package. One way private luxury transfer to or from SFO airport is included with your package.

Suggested Area Attractions:

  • Alcatraz Island
  • Chinatown
  • Golden Gate Bridge
  • San Francisco Museum of Modern Art
  • Fisherman’sWharf
  • Lombard Street
  • Union Square



Travel Coordinator Services:

San Francisco, California

How can we help:

As your dedicated travel coordinator I’ll make sure your travel arrangements are seamless. Assistance with arranging flights and full advisory services are included with your add on package. Once booked, you will receive a confirmation with exact dates, hotel and restaurant details along with a detailed list of suggested attractions & city guide.

Lindsay Juley

Please note: Gratuity is not included for any part of the package. Please tip at your own discretion.

Dates & Pricing


We reward our guests with lower pricing and more dates to choose from the earlier you book. Rest assured, once you book your price and date are guaranteed.


3rd - 6th / 4 days / 3 nights
$2199 / Person, $850 / Single OCC.
Guaranteed *
10th - 13th / 4 days / 3 nights
$2199 / Person, $750 / Single OCC.
Guaranteed *
17th - 20th / 4 days / 3 nights
$2199 / Person, $750 / Single OCC.
Guaranteed *
24th - 27th / 4 days / 3 nights
$2199 / Person, $750 / Single OCC.
Guaranteed *
1st - 4th / 4 days / 3 nights
$2199 / Person, $750 / Single OCC.
Guaranteed *
8th - 11th / 4 days / 3 nights
$2199 / Person, $750 / Single OCC.
Guaranteed *



Bodega Bay Lodge and Spa

Bodega Bay

The Lodge is set on the coast, overlooking Doran Beach State Park and Bodega Head. Fully renovated in 2007, each spacious room has a fireplace and private balcony with sweeping water views. The Lodge also has a world-class spa, hot tub, and access to the beach - all designed to help you relax in a low-key but luxurious manner and enjoy your vacation.

Hotel Healdsburg


Hotel Healdsburg is Sonoma County’s premier luxury lodging on Healdsburg’s historic Town Plaza. Located in the heart of North Sonoma Wine Country, Hotel Healdsburg is the ideal venue for a romantic weekend, celebration or company meeting. A resort unto itself, the hotel offers a full service spa, pool, country gardens, and the acclaimed Charlie Palmer’s Dry Creek Kitchen.

What's Included

We Include More

Every moment of a Trek Travel bike trip has more than you could have ever dreamed. More romance. More scenery. More choice. It's the little additions to every Trek Travel cycling vacation that make it truly special. And that’s how we help you create more memories. Learn more

  • Gratuities for all scheduled special events, restaurants, hotels, local guides and transportation during your trip.
  • Private tours
  • Entrance fees to all group events/activities
  • All luggage transfers
  • All transportation during the trip, including private coaches
  • 3 nights of accommodation
  • In every region we travel, we uncover the area’s best, and most delightful accommodations. On our California Wine Country trip, you will stay in a sleek and sophisticated LEED-certified hotel located in the center of Healdsburg.
  • Daily breakfast, 3 lunches, 2 social hours, 2 dinners, and all snacks and drinks for each day
  • On our California Wine Country trip, lunch is usually a bounty of seasonal delights, replete with local goodies, while dinner ranges from bistro fare to fine dining. Local Californians dress comfortably and casually for dinner, ranging from shorts and button-down shirts, to jackets and ties. The food in California is typically fresh, local, and light, with hints of French and Italian themes integrated into the dishes.
  • The knowledge, support, and camaraderie of experienced guides
  • Daily route support
  • The use of Garmin Touring Plus GPS cycling computer
  • Paper route guides also available upon request
  • Comprehensive trip literature and complimentary Trek merchandise
  • The use of a Trek Domane 5.9 carbon road bike with Shimano Di2 electronic shifting, or Trek Domane 5.9 Women’s Specific Design carbon road bike with Shimano Di2 electronic shifting(limited selection), or Trek 7.6 FX Hybrid bicycle
  • The use of Garmin Touring Plus GPS cycling computer
  • Trek Travel Bontrager RL jersey and cycling socks
  • The use of Trek bike helmets and other gear and equipment to make your ride comfortable
  • Trek Travel water bottles
  • $300 Discount on a 5 or 6 series Trek Domane or Madone, or Project One purchased at your local Trek retailer

Thank your Guides, by tipping

Gratuities for your Trek Travel guides are not included in your trip price. Industry standard is 5-10% of the trip price which will be divided by your guide team. Please tip your guides at your discretion, based on their level of professionalism, guest care and service.

  • Airfare and transportation to and from the trip pick-up/drop-off locations
  • Lodging before and after the trip
  • Personal items purchased during the trip
  • Optional activities not scheduled by Trek Travel
  • On select trips some meals are not included. On these trips, Trek Travel invites you to explore the local cuisine at your leisure.
  • Gratuities for your Trek Travel Guides may be given at your discretion in response to their professionalism and leadership.Industry standard is for each individual guest to tip the guide team 5-10% of the trip price.


Trip Changes

Our itineraries are an approximation of our trips. Trek Travel strives to offer each and every guest a vacation of a lifetime on every trip. At times routes, hotels, activities, etc. listed here may change at the discretion of the trip designer or guides to improve the trip experience.

  • Rider Type | 2
  • Average Daily Mileage | 35
  • Terrain | Hilly
  • Average Daily Elevation | 1,200

On all of our vacations, Trek Travel strives to find quiet, paved secondary roads or bike paths to experience a region; busy roads are avoided as much as possible. California Wine Country Long Weekend is best suited for our Type 2 Riders. Our Trek Travel guides can also easily accommodate Type 1 Riders, who seek less mileage or fewer uphills, with a boost in the van. Those who wish to ride every mile but are concerned about their physical ability may want to try our electric bike option–you still get a workout but can climb alongside even the strongest rider. Type 3 Riders will enjoy the extra mileage the avid route options offer. The terrain is generally rolling, with a few flat stretches on quiet, but sometimes narrow, roads. For those seeking more challenging rides, the hills to the east or west of the valley are sure to please even the most avid cyclist. See Itinerary for specific daily ride distance and elevation options.

Warm sunny days (70F-75F) and cooler evenings, with temperatures at least 15 to 20 degrees cooler. Bring layers for the cooler morning and hotter midday differentials. Fog, wind, and cool temperatures are characteristic of the coastline, so please be sure to bring warmer clothing and rain gear as well.

On most Trek Travel trips, we offer non-riding options for riders who want to take the afternoon off, or travel companions who want to spend little or no time in the saddle. Some of these options may need to be scheduled before your trip–please contact one of our Trip Consultants for more information. Expenses and/or related transportation to these activities may not be included in the trip price. See Included In The Trip Price for more information. Some non-riding options on this trip are:

  • Shop in boutiques around Calistoga and Healdsburg
  • Take a winery tour or indulge in wine tasting in a wide variety of wineries or tasting rooms in town
  • Walk and explore the Armstrong Redwoods State Park

For an additional fee you may request to upgrade to a race-proven Trek Madone 6.5 with Shimano Di2 electronic shifting for the ultimate riding experience. Upgrades to Bontrager Aeolus carbon wheels and Trek Ride Plus electric assist bicycle are also available. Contact our trip consultants for more details.

We understand things happen in life and sometimes you have to cancel or change your bike tour. We want to make it as easy as possible to do so and below you will find our timeline. If you ever have a question, just give us a call, 866 464 8735. Read our cancellation policy.

Didn't find what you were looking for? Check out our General FAQs section. You will find answers to all the most common questions that don't necessarily pertain to a specific trip.

Travel Services

How to get there

We suggest that you arrive at least one day prior to the trip start, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into San Francisco International Airport (SFO) or Oakland International Airport (OAK). All major airlines fly into and out of San Francisco International Airport.Taxi and shuttle services are available from both airports to downtown San Francisco.Taxi rates range from $50- 75 from San Francisco International Airport to San Francisco; and $50-60 from Oakland International Airport to San Francisco.The Bayporter Express (415 467 1800) and Super Shuttle (415 558 8500) also run between both airports and San Francisco, with rates ranging from $20-30 per person.

Westin St. Francis Hotel lobby, by the large clock | San Francisco, California

Your Trek Travel guides will meet you at the Westin St. Francis Hotel lobby, by the large clock (335 Powell Street, San Francisco, CA, 94102) at 9:30 AM on the first day of the trip. After a 1.5 hour shuttle, you’ll arrive at Point Reyes Station on the edge of the National Seashore.You and your new traveling companions will gather for a picnic lunch, overflowing with local specialties. After a round of introductions, your Trek Travel guides will discuss bike safety and specific cycling tips for riding through the wine country.They’ll spend some time familiarizing you with the Trek bicycle you’ll be riding and we’ll make sure that you and your bike are the perfect fit.

If you will be late for the pick-up or are going to miss it altogether, please inform your guides. You will receive an email a week before the trip start with their names and contact details. If you cannot reach them, please call our first hotel, Bodega Bay Lodge and Spa (707 875 3525), and leave a message with your expected arrival time and contact details.The Sonoma County Airport Express shuttle (800 327 2024) from SFO to Sonoma County Airport for around $30/person.Taxi from Sonoma County Airport to our first hotel is approximately a 13-mile taxi ride.

Westin St. Francis Hotel | San Francisco, California

You will say farewell to your guides at 1:00 PM at the Hotel Healdsburg.You’ll shuttle to the Westin St. Francis Hotel in San Francisco, arriving at 3:00 PM. Taxi and shuttle services are available. If you plan to fly out on Sunday, please avoid scheduling your flight any earlier than 6:00 PM.

Before & After: SAN FRANCISCO

Keep in mind that San Francisco is a city best explored via foot and cable car and involves a great deal of hill walking. Should you decide to explore before your trip start, you may want to consider giving your legs ample rest time for the cycling ahead! There are numerous attractions in the San Francisco area - from the Golden Gate Bridge, Chinatown, Fisherman’s Wharf, and Alcatraz to Ghirardelli and Union Square. For a preview and help in planning, try www.OnlyinSanFrancisco.com or one of the many websites available on the city. There are endless options and whether you pre-plan and book your itinerary or just arrive with no plans, you’re sure to be charmed by the City on the Bay! We recommend the following accommodations for your pre-trip hotel:

The Hotel Monaco

The Hotel Monaco is a French-inspired luxury hotel catering to the savviest of travelers. Located just steps from Union Square and the Theatre District in downtown San Francisco, you’re sure to find entertainment to suit your tastes.

501 Geary Street | 866 622 5284 | www.Monaco-SF.com | ~$355

Westin St. Francis

Renowned for its legendary service, the historic Westin St. Francis boasts luxurious guest rooms and world-class dining.

335 Powell Street | 415 397 7000 | www.Westin.com | ~$297

W San Francisco

A chic, modern hotel set in the heart of downtown San Francisco, W San Francisco was listed on Condé Nast Traveler’s Gold List in 2002.

181 Third Street | 415 777 5300 | www.StarwoodHotels.com | ~$445

* Hotels listed above are local properties we love. We do not have special rates available.

Experience It

Similar Trips

Trek Travel Difference

Our Bikes

Our unrivaled selection of Trek Bikes sets the bar for quality and comfort. From the full-carbon, ultra smooth Trek Domane 5.9, to the comfortable Trek 7.6 FX Hybrid–both included in the trip cost, to our numerous upgrade options, you deserve the best ride on your vacation.

Our Guides

Our guides are trained to make your trip magical. They aren't just experts in riding; they're trained in delivering uncompromising service in ways you won't believe. We know that it's the unexpected surprises that make a trip magical. That's why our guides pride themselves on anticipating your needs before you ask.

Your Day. You Decide.

Our vacations are built to deliver the ultimate in flexibility, from extreme relaxers to hard-core roadies. You pick your mileage, itinerary and experiences. We take care of the rest.