Top Fredericksburg Private Sightseeing Tours

We provide luxury transportation in a clean and comfortable Mercedes Benz 11 passenger Sprinter Van. Patrick Hennessey is the only employee that will work with you from start to finish. I will always keep you on schedule and take group photos throughout the day. We will visit the wineries, distilleries and breweries of your choice. We offer a very reliable and reasonable rates with no hidden costs.

Tours on Friday, Saturday and Sunday begin at 7905 Old San Antonio Road. If you bought a Fri–Sun ticket, register at The Boil Shack. Arrive 30 minutes early for check-in. Tours Monday–Thursday start at Grapetown Vineyard, 8142 Old San Antonio Road. The Boil Shack offers a Sports Bar, Dance Hall & Live Music. It’s connected to the main farm. Register here, get wristbands and directions. Our veteran-owned farm invites you for an intimate Hill Country experience. Enjoy scenic views and award-winning wines on our family farm. Grapetown Vineyard has Fredericksburg’s only winery & giraffe encounter, full bar, and unique experiences. Enjoy a relaxing tram ride over 85 beautiful acres of Texas Hill Country!

Southern hospitality at its finest! Our exclusive private transportation lasts 4 hours, which allows time for stops at 3-4 different wineries and/or breweries/distilleries depending on group size and winery locations, but we are always more than happy to accommodate your travel schedule to add additional time for a small fee. Each itinerary is fully customized based on your requests.

A unique, fun filled and "PINKIFIED" wine tour in the Texas Hill Country. Hop on the bubble bus to explore the top destinations in wine country with the best hosts in town. We will take you to the top vineyards in Fredericksburg and have the opportunity to purchase TASTINGS, BOTTLES, OR BY THE GLASS at each stop. You will visit 3 vineyards! We work with the best places in town to ensure you will have the best experience here in Texas Wine Country. The tour is approximately 5 hours with time for travel in between each destination. Our vehicles are pink and luxurious equipped with built in ice bars and fun stereos for the best time.

Try some of the best wines in Texas with this small group wine tasting tour in Fredericksburg. Besides visiting three different wineries, you’ll also have lunch provided. If you have a favorite winery, you can request it as part of the tour. That’s the beauty of this small group tour, rather than a larger one with a fixed itinerary.

Explore the scenic Texas Hill Country in style with a private Pink Mini Cooper Limo Wine Tour. This 5-hour experience includes visits to three of the top wineries in Fredericksburg, where you can purchase tastings, bottles, or glasses of wine. With reservations made in advance, enjoy the flexibility of sampling the best of local wines while relaxing in a uniquely vibrant limo. Each tour features a Pink Party Bag filled with fun surprises, and you're welcome to bring a bottle of champagne to enjoy during your ride, complete with ice and glasses provided. Great for groups looking for a fun day out. - Private wine tour in a stylish Pink Mini Cooper Limo - Visit three selected top wineries in Texas Hill Country - Flexible tasting options available at each stop - Pick up and drop off within Fredericksburg city limits included

Explore Texas Hill Country in style on this private Pink Hummer Limo wine tour. Enjoy visits to three top wineries, with tastings available for purchase at each stop. The experience includes a fun pink party bag, your choice of music, and the option to bring champagne to sip during your ride. With pick-up and drop-off from your Fredericksburg accommodation, this 5-hour tour is perfect for groups looking to enjoy a day of wine tasting and relaxation. Waters are provided, but please note that food is not allowed on board. - Visit 3 pre-selected top wineries in Texas Hill Country - Enjoy a private ride in a stylish Pink Hummer Limo - Bring your favorite champagne and enjoy it during the ride - Pick-up and drop-off in Fredericksburg city limits included

Jump aboard a private pedicab as our knowledgeable guides whisk your team through downtown Fredericksburg’s vibrant music scene. Highlights include a quick tasting at one of our local wineries and breweries, a visit to the historic Vereins Kirche Plaza where seasonal concerts are held, and a stroll through the iconic Marketplatz on Main Street. Along the way, a curated playlist of Texas‑born artists plays on the pedicab’s sound system, creating a lively backdrop for conversation and photo‑ops. Our team will weave in collaborative activities — such as brief brainstorming pauses at each stop, group‑wide trivia about the city’s musical heritage, or a short “song‑share” icebreaker — encouraging communication, creativity, and camaraderie.

Discover the charm of Texas Wine Country on this half-day tour from Fredericksburg. With over 40 local wineries to choose from, guests can select their favorites and enjoy two tastings of award-winning wines or brews. Relax as a knowledgeable local guide transports you in a comfortable Mercedes Sprinter, with cold water and snacks. Perfect for couples, friends, and small groups, this tour offers a delightful escape into the world of wine.

Explore the scenic Texas Hill Country in style with this exclusive private wine tour in a luxurious pink Rolls Royce limo. Visit three of the top wineries, where reservations are made in advance for your convenience. Enjoy the flexibility to purchase tastings, bottles, or glasses at each stop while sipping champagne during your ride. With a pink party bag filled with fun items, this tour is perfect for special occasions or a day out with friends. - Duration: Approximately 5 hours of winery visits and travel - Pick-up and drop-off from your Fredericksburg hotel or B&B - Enjoy a selection of music and bring your own champagne (limited to group size) - Visit three pre-selected wineries in Texas Hill Country, with flexible tasting options

A unique, fun filled and "PINKIFIED" wine tour in the Texas Hill Country. Hop on the bubble bus to explore the top destinations in wine country with the best hosts in town. We will take you to the top vineyards in Fredericksburg and have the opportunity to purchase TASTINGS, BOTTLES, OR BY THE GLASS at each stop. You will visit 3 vineyards! We work with the best places in town to ensure you will have the best experience here in Texas Wine Country. The tour is approximately 5 hours with time for travel in between each destination. Our vehicles are pink and luxurious equipped with built in ice bars and fun stereos for the best time.

Explore the enchanting wineries of the Fredericksburg area and Texas Hill Country on a 5-hour Luxe Wine Adventure with 290TX Tours. Travel in comfort aboard a luxurious 11-passenger Mercedes Sprinter van (you can stand up inside!), with leather interior, as you visit three acclaimed boutique wineries: Texas Wine Collective, Featherstone Ranch Vineyards, and Arch Ray Resort. Indulge in a gourmet lunch at Featherstone Ranch, complemented by premium wine pairings, and enjoy exclusive tastings that are not available to the general public. This private tour is perfect for couples, women’s groups, or friends seeking a unique experience. - Visit three renowned wineries with exclusive tastings included - Enjoy a gourmet lunch and handcrafted snack basket during the tour - Private transportation in a luxurious Mercedes Sprinter van - Ideal for groups of 4 or more, with personalized itineraries available -Venues subject to change based on availability

Discover the charm of Texas Hill Country on a private wine tour in a stylish Pink Challenger Limo. This 5-hour adventure takes you to three of the top wineries, where you can savor tastings, purchase bottles, or enjoy a glass of your favorite wine. The experience includes round-trip pick-up and drop-off from your Fredericksburg location, ensuring a hassle-free day. Enjoy a Pink Party Bag filled with fun goodies, and don’t forget to bring your favorite champagne to sip during the ride, with ice and glasses provided for your convenience. - Visit three top wineries in Texas Hill Country with pre-made reservations - Enjoy complimentary pick-up and drop-off within Fredericksburg city limits - Bring your own champagne and relax with your choice of music in the limo - Tour duration is approximately 5 hours, making it perfect for a day out with friends or special occasions.

Join local guide Javier, a proud U.S. Navy veteran and Fredericksburg native, on a leisurely pedicab tour through the charming streets of this Texas Hill Country town. With a deep passion and knowledge of the town’s history, Javier will provide you with an intimate view of Fredericksburg’s hidden gems and iconic landmarks. Visit Hondo’s on Main, Crossroads Saloon & Steakhouse, Clear River Ice Cream, Bakery & Deli, and Big Pop’s Popcorn Co., and discover the rich history and vibrant culture of the area. Explore the historic Keidel Memorial Hospital, National Museum of the Pacific War, and the Society Church, all while enjoying Javier’s expert insights and local perspective.

Explore downtown Fredericksburg on a private, fully customizable pedicab tour that takes your group to the city’s most vibrant murals scattered throughout the historic Main Street corridor and surrounding side streets. Our knowledgeable guides will stop at the well‑known favorites—such as the iconic Coca‑Cola mural at Main & Edison, the colorful Grand Central wall, the whimsical “Texas Sunrise” piece, and the lively Sammy T’s “Local Legends” mural—while also uncovering hidden gems like the heartfelt “I Love You So Much” wall, the playful “Greetings from Fredericksburg” postcard‑style artwork, and the quirky “Willie for President” tribute. Between stops, you’ll have plenty of time for selfies, group photos, and impromptu drinks on board, all set to a curated soundtrack that keeps the energy high.

THE ULTIMATE 5-STAR INDOOR SUMMER CHILL At 290TX Tours, we’re a local outfit that treats guests like neighbors. After earning consistent 5-star reviews with our flagship tour, we created this 5-hour "Triple Threat" to share a Fredericksburg summer highlight: the legendary peach harvest. Texas summers are brutal, so we designed the only private experience kept entirely indoors and icy cold. From our frost-filled transport to elite climate-controlled rooms like Arch Ray, you get the Hill Country without the heat. THE ICE-BOX: Our luxury Stagecoach is a private sanctuary kept at Arctic levels. Return to a chilled cabin between every stop. INDOOR TRIPLE THREAT: Enjoy an A/C mix of Wineries, Breweries, & Distilleries. Indulge in frozen slushies, cocktails, and icy beer flights in 5-star comfort. VIP AMENITIES: Groups enjoy a snack basket, chilled artesian water, and Liquid IV. DOOR-TO-DOOR: Private pickup at your lodging. No waiting in the sun. Stay frosty! (Add time for a small fee).

Explore the Texas Hill Country with a private wine tour aboard the Pink Aspen Limo. This 5-hour excursion includes visits to three of the top wineries in Fredericksburg, providing you the flexibility to purchase tastings, bottles, or glasses at each stop. Enjoy a festive vibe with a complimentary pink party bag, music of your choice, and the option to bring your own champagne for the ride. Convenient pick-up and drop-off are included within Fredericksburg city limits, ensuring a hassle-free experience. This tour is perfect for groups looking to celebrate special occasions in style. - Visit three pre-selected top wineries in the Texas Hill Country - Enjoy a complimentary pink party bag filled with fun items - Pick-up and drop-off included from Fredericksburg city limits - Bring your champagne and enjoy onboard with provided ice and glasses

Explore the scenic Texas Hill Country on a private Pink Escalade Limo Wine Tour, visiting three top wineries with reservations made for you. Enjoy the flexibility to purchase tastings or bottles at each stop while indulging in your favorite tunes. A pink party bag adds a fun touch to your outing, and you can bring champagne to sip during your ride. With included pick-up and drop-off within Fredericksburg city limits, this 5-hour tour provides a stylish and hassle-free wine tasting experience you won't forget. - Visit three pre-selected top wineries in Texas Hill Country - Enjoy your choice of music and bring champagne for the ride - Pick-up and drop-off included within Fredericksburg city limits - Flexible tasting options available at each winery stop

Discover the Texas Hill Country in style on a private Pink Hummer Limo Wine Tour. Explore three top-rated wineries with reservations made for you, allowing you the flexibility to purchase tastings, bottles, or glasses at each stop. Enjoy a vibrant atmosphere with your choice of music and a pink party bag filled with fun items. While on board, savor champagne with provided ice, cooler, and glasses. This five-hour tour includes pick-up and drop-off within Fredericksburg city limits, making it a perfect outing for groups celebrating special occasions or simply enjoying a day of wine tasting. - Visit three pre-selected top wineries in Texas Hill Country - Enjoy a private Pink Hummer Limo with music of your choice - Flexible tasting options at each winery, with reservations included - Complimentary ice, cooler, and glasses provided for your champagne (alcohol not provided)

Privately Driven Fredericksburg Wine Country Experience with your own dedicated driver! You are NOT in a car with strangers. Visit wineries of your choice! **Tour details: 6-hour tour. Gratuity is not included and will be collected at the end of the tour. All tasting fees NOT included w/price of the tour.** Wine Tour Pros is a small, veteran-owned company that began in the renowned wine regions of Napa and Sonoma, California. With the recent expansion to Fredericksburg, Texas, we bring the same exceptional service, expertise, and passion that have defined us from the start. For owners Jeremy and Jamie—married for over 34 years and collaborators on countless projects—splitting time between these two vibrant wine destinations is a true dream come true. Their genuine love for what they do shines through in every aspect of the experience, from our dedicated full-time assistant to our team of seasoned drivers. Rest assured, you're in expert hands for an unforgettable wine tour.

Exploring the Fredericksburg wine country on this all-inclusive tour means that there aren’t any hidden expenses—just a day tasting wines in the countryside. This tour not only ensures a safe trip by handling all transportation, but also includes tasting fees, snacks, lunch, and bottled water. With more than 40 wineries to choose from, this guided tour takes out the guesswork by bringing you to four of the best.

Ready to celebrate the most wonderful time of the year? Gather your closest friends and family for this exclusive 4-hour holiday wine tour designed to bring maximum cheer! We focus on creating a memorable, festive, and warm experience as we take you to 3 beautiful Hill Country wineries that often feature twinkling lights, winter menu items, or festive tasting rooms. This tour is all about spreading holiday joy and is your chance to escape the holiday planning stress and enjoy the season. Unrivaled private festive comfort and 5-star holiday service define this experience. Forget crowded tour buses; enjoy your exclusive Mercedes Sprinter van with curated "Holiday Cheer" playlists (or connect your own via Bluetooth). Your celebration starts immediately upon boarding with a surprise, complimentary "Jingle Bell Snack Basket." We transform travel time into quality group time, guaranteeing a fun, stress-free escape.

Explore the charming Texas Hill Country in style with a private Pink Chrysler Limo Wine Tour. This 5-hour adventure takes you to three of the top wineries, where you can purchase tastings, bottles, or by-the-glass options at each stop. Enjoy a fun-filled ride with your choice of music and complimentary ice, cooler, and glasses for your champagne. A pink party bag adds to the festive atmosphere, ensuring a memorable day of wine tasting with friends. - Visits to 3 pre-selected top wineries in Texas Hill Country - Private limo service with pick-up/drop-off within Fredericksburg city limits - Bring your own champagne; ice and glasses provided for convenience - Includes a fun pink party bag for an extra special touch