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Top Reasons California Wine Country Is About More Than Wine

As if you need another reason to take a trip into the heart of wine country, where sunshine meets vineyards and incredible cuisine, our California Wine Country 4-Day Weekend vacation is a foray into the state that produces 90% of America’s wine inventory annually. But this experience is about so much more than just wine.

This trip is about cycling through a mecca of culture. It’s dusty fields, majestic forests, and farm-to-fork food. Not convinced? Here are our top reasons why the California Wine Country is about so much more than just full-bodied reds and crisp whites.

Ogle the Armstrong Redwoods

Our guides’ first piece of advice? Watch where you’re riding. Because all you will want to do is stare upward at the tree canopy shading the pavement from hundreds of feet above your head. These remarkable trees can live to be 1,000 years old and grow to a diameter of 16 feet! The towering redwoods stand in stark contrast to the low-laying vineyards in the valleys, and it’s impossible not to marvel at the majestic, natural beauty of the landscape around you.

Marvel at the Redwoods in Armstrong Park on Trek Travel's California Wine Country weekend vacation

Enjoy the charm of Healdsburg

In a town known for its world class shopping, art museums, locally grown produce, and endless number of wine tasting rooms, it is impossible to run out of things to do here. The luxurious shopping boutiques mix with a delightful town square (complete with an adorable gazebo) and seemingly year-round gorgeous weather to create irresistible charm.

Explore downtown Headlsburg on Trek Travel's California Wine Country weekend bike tour

Extend your stay in the City by the Bay

A city with global appeal, San Francisco offers a little bit of everything–from the Fisherman’s Wharf and Coit Tower to cable cars and the Painted Ladies. Also named “The Best Food City in the Country Right Now” by Bon Appétit magazine, it’s no wonder 18 million visitors flooded the city in 2014. That’s why we pick you up and drop you off at the Westin St. Francis Hotel in downtown San Francisco before and after our California Wine Country 4-Day Weekend vacation, so you can easily explore the city on everyone’s “must-see” list.

See the Golden Gate Bridge on Trek Travel's California Wine Country weekend cycling vacation

See the Golden Gate Bridge

This three-mile long landmark that crosses from San Francisco to the Marin headlands is heralded as one of the top ten construction achievements of the 20th Century. Often seen in movies, postcards and advertisements since it opened in 1937, this architectural marvel is nothing to sniff at. A place you have got to visit at some point in your lifetime, we make it a point to drive across this iconic structure and park in the visitor areas so you may take in the spectacle on our way out of town.

Since returning from wine country, my sunburn has faded but the pictures–and the distinct feeling of having discovered an incredibly unique and distinct culture–remains intact.

See the Golden Gate Bridge and San Francisco on Trek Travel's California Wine Country bike tour

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If a date is marked as Private, it is reserved for a private group.

Looking to travel with a small group or looking for a custom date?
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What is the Difference?

Ultimate Luxury:

Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.


Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.


These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.


On select cycling vacations, you’ll stay at a mix of Explorer and Luxury hotels. Rest assured, no matter which hotel level you’re at, our trip designers carefully select every accommodation.

Activity Level

Level 1:

Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Level 2:

Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Level 3:

Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Level 4:

Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

What are your trip styles?

Classic - Reserve:

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discover:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.


Enjoy a bike tour on your schedule with just your chosen travel companions.

Single Occupancy

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself