Reviewed · WINERY TOURS
Charleston Winery, Brewery & Sightseeing Tour
The best part of this outing is the mix: Angel Oak and Deep Water Vineyard give you a taste of the rural Lowcountry, while a brewery stop and Charleston’s waterfront sights keep the day varied. You are not spending six hours in a tasting room or on a standard city bus.
I like the included mimosas, wine, beer, snacks, and bottled water, and I like having a chauffeur-guide handle the driving. The main drawback is the fixed, non-refundable booking policy, so you will want to be sure of your plans and watch the weather forecast.
Key points
- Angel Oak sets the tone: Spend 15 minutes with a huge live oak believed to be more than 500 years old.
- Deep Water Vineyard is the day’s centerpiece: This is Charleston’s only vineyard, with about an hour for wine tasting.
- You get both country and city: Wadmalaw Island comes first, followed by Charleston landmarks such as the Battery and Rainbow Row.
- The brewery stop is flexible: Your guide chooses a local brewery that fits the group, with the first round included.
- Personal guiding can make a difference: Josh tailored the day for a group of four, while Connie and Angela earned especially warm praise for their driving, food, and company.
- The cost covers more than transportation: At $155 per person, taxes, drinks, snacks, a luxury party bus, and the guide are included.
A Lowcountry day built around variety

This six-hour experience works because it links places that are not usually visited together. You start at the Charleston Visitor Center, ride out toward Wadmalaw Island, visit a vineyard and a famous oak, then return to the city for beer and familiar Charleston sights.
I like this format for a first visit or for a return visit when you want to see something beyond the historic center. The day gives you a look at the countryside without asking you to rent a car, plan tasting-room appointments, or choose a safe driver.
The vehicle is a luxury party bus, described as a limo party bus, with a chauffeur and guide. That matters here. You can enjoy the wine tasting and brewery stop without worrying about the road back to Charleston.
The group can reach as many as 40 people. That is a fairly large maximum, so you should not assume the small-group feel suggested by the personalized experiences provided by Josh, Connie, and Angela. When the group is small, the guide may have more room to adjust the sightseeing portion, as Josh did for a party of four.
More Winery Tours in the USA
- 5-Hour Traverse City Wine Tour: 4 Wineries on Old Mission Peninsula
★ 5.0 · 2,369 reviews - Napa Valley Small Group Winery Tour
★ 5.0 · 1,009 reviews - Visit 4 Wineries in Limo Party Bus-Includes Charcuterie Lunch!
★ 4.5 · 756 reviews
Meeting the giant Angel Oak
The first stop is Angel Oak Tree, with about 15 minutes on site. It is a live oak believed to be more than 500 years old and described as the oldest in the country.
Fifteen minutes is enough for a quick look and photographs, but it is not a long nature visit. You will not have an hour to wander or sit beneath the branches. Think of Angel Oak as a striking opening stop that gives the day a sense of place, not as a full nature excursion.
The tree is important because it shows the scale and age of the Lowcountry in a way that a downtown walking tour cannot. Charleston’s grand houses and waterfront views are memorable, but Angel Oak gives you a living reminder that the region’s character extends well beyond the city streets.
I would keep your expectations practical. This is a brief stop, and the schedule has several more locations ahead. Use the time for photos, a close look at the tree, and a quick reset before the tasting.
Wine at Charleston’s only vineyard
Deep Water Vineyard receives about an hour, making it the most substantial stop of the day. It is identified as the only vineyard in Charleston, which gives this visit a local angle rather than the feel of a generic winery stop.
The appeal is not only the wine. You are visiting a working agricultural setting on Wadmalaw Island after seeing Angel Oak, so the experience connects the drink to the place where the Lowcountry changes from city streets to open island country.
Your admission is included, as is wine among the alcoholic beverages supplied during the day. The information does not promise a specific number of tastings or a particular wine selection, so I would avoid arriving with a strict expectation of a formal tasting flight. The main value is the combination of an hour at the vineyard and the convenience of having transportation arranged.
The provided details name Mitchell as the wine guide, and his role was singled out as part of a particularly enjoyable day. If you care about the tasting portion, this is the stop to protect with enough attention. Do not treat it as a rushed drink before the next attraction.
An hour is a useful middle ground. You have time to taste and look around, but the tour does not spend half the day at one property. That balance suits you if you want a sample of Lowcountry wine rather than a serious winery circuit.
A brewery stop with a little flexibility
The last major stop is a local brewery, scheduled for about an hour. Revelry Brewing is named in the plan, though the guide may choose among several breweries to find the right fit for the group.
That flexibility is helpful because groups rarely agree on every drink or setting. Instead of locking everyone into one fixed venue, the guide can make a choice based on the day and the group. The first round is included, which adds clear value to the $155 price.
The brewery stop also changes the pace. After the quiet scale of Angel Oak and the tasting-room feel of Deep Water Vineyard, you get a more social setting before the city sightseeing wraps up.
Keep in mind that the first round is not the same as unlimited beer. Alcoholic beverages, including beer, wine, and mimosas, are included in the experience, but the supplied details do not state that every drink at every stop is covered. Budget for any additional purchases and gratuity.
The guide’s role matters here. You are not simply dropped at a brewery and left to manage the day. The guide selects a suitable stop and stays with the group as host and driver.
Same region, a different bottle:
- Napa and Sonoma Wine Country Full-Day Tour from San Francisco
★ 4.5 · 4,455 reviews - San Francisco Super Saver: Muir Woods & Wine Country w/ optional Gourmet Lunch
★ 4.5 · 3,352 reviews - Belle Meade Guided Mansion Tour with Complimentary Wine Tasting
★ 4.5 · 2,189 reviews - Small-Group Wine Country Tour from San Francisco with Tastings
★ 5.0 · 1,543 reviews
Charleston sights from the party bus
The city portion may include a brief stop at Charleston City Market. You may have about 15 minutes to look for local treasures, which is enough for a quick orientation and perhaps a fast browse.
Do not plan a full shopping session here. Fifteen minutes passes quickly, especially if the market is busy or you want to compare several stalls. The benefit is that you get a taste of the market without giving up the vineyard and brewery portions of the day.
The tour then cruises through the Battery and White Point Gardens, with photo opportunities. This is one of the better ways to sample Charleston’s waterfront edge when your priority is seeing several areas in one day rather than spending hours on foot.
You will also pass Rainbow Row, the famous series of colorful historic houses. Again, the stop is listed at about 15 minutes, so bring your camera and be ready when the bus pauses. This is a photo-oriented look, not a detailed architectural tour.
Pineapple Fountain may be included during a drive down Vendue Range near the waterfront. The fountain is one of Charleston’s most recognizable public sights, and a short photo stop can fit neatly into the final city loop.
The wording around City Market and Pineapple Fountain is flexible, while the Battery, White Point Gardens, and Rainbow Row are described as part of the sightseeing route. That means the exact order and number of pauses can vary. If one particular landmark is essential to you, ask your guide about the day’s route at the start.
What the guide adds
A chauffeur-guide can make or break a day built around several short stops. You need someone who can keep the timing under control, explain what you are seeing, and make reasonable choices when the group has different interests.
Josh is specifically noted for tailoring the experience when only four people were present. That suggests a small group may get a more adaptable day, with less time spent waiting for people to reboard or agree on the next move.
Connie is praised for driving and for showing a local resident places they had not seen before. That is a useful point. This outing is not only for first-time visitors. Even if you live in the Charleston area, Wadmalaw Island, the vineyard, and the combined city route may reveal corners you have skipped.
Angela is associated with a warm, fun day and food she prepared herself. Snacks are included, but the supplied details do not promise a full meal or guarantee that Angela will lead your departure. I would treat the food as a welcome extra, not a substitute for lunch planning.
The strongest pattern is personal service. The guides are not only there to operate the vehicle. They host the day, manage the group, and help shape the brewery choice and sightseeing flow.
Is $155 a fair price?
At $155 per person, this is not the cheapest way to see Charleston. The value comes from bundling several costs and decisions into one half-day outing.
Your price includes:
- Luxury party-bus transportation
- A chauffeur and host
- Angel Oak admission
- Deep Water Vineyard admission
- Wine, beer, and mimosas
- A first round at the brewery
- Snacks and bottled water
- Local taxes, facility fees, and handling charges
If you rented a car, someone in your party would need to avoid the tastings. You would also need to plan the route between Charleston, Wadmalaw Island, the vineyard, the brewery, and the city sights. The tour removes that work and gives you a designated driver.
The value is strongest for couples, friends, or groups that want drinks to be part of the day. If you do not drink alcohol, much of the package becomes less useful, even though the oak tree, vineyard setting, and city views still have appeal.
The price also buys variety, not depth. You get short visits to several places rather than a long, specialist tour of one winery, one brewery, or Charleston’s historic architecture. I would book it for breadth and ease, not for intensive wine education or a deep study of the city.
Timing, group size, and practical tradeoffs
The meeting and return point is the Charleston Visitor Center at 375 Meeting Street. Starting and ending at the same central location makes the day easier to fit into a wider Charleston visit.
The total duration is about six hours. The listed stops add up to several short city visits plus one hour each at the vineyard and brewery, with the remaining time used for driving, transitions, and the full sightseeing loop.
That structure means you should wear something comfortable and be ready to move on schedule. Angel Oak, City Market, the Battery, Rainbow Row, and Pineapple Fountain are brief stops, so lingering at one place may not be possible.
The activity is for adults age 21 and older. Confirmation is supplied at booking, and the tour is near public transportation. Most people can participate, though the provided information does not give detailed mobility guidance for every stop, so ask the provider if you have specific access needs.
The maximum group size is 40. That gives the vehicle a social party atmosphere, but it can also mean less flexibility and more time getting everyone on and off. A small group offers a better chance of the tailored experience described by Josh.
The cancellation rule deserves serious attention. The booking is non-refundable and cannot be changed for any reason. The exceptions are tour-side cancellations caused by poor weather or failure to meet the minimum number of participants. In those cases, you are offered another date or experience, or a full refund.
Who will enjoy this most
I would recommend this outing to you if you want a single organized day that combines drinks, countryside, and major Charleston photo stops. It is especially well suited to adults who prefer not to drive between tastings.
It also works for repeat visitors. Connie’s day with a local resident shows why the route can have value even if you already know the historic center.
You may want a different experience if you prefer slow travel. The city stops are short, and the vineyard visit lasts about an hour. Someone seeking a long winery afternoon, detailed historic interpretation, or extended shopping time at City Market may find the schedule too brisk.
It may also be a poor fit if your plans are uncertain. With a non-refundable policy and weather requirements, you need to be comfortable committing in advance.
Should you book this Charleston day?
Book it if you want the practical pleasure of letting someone else drive while you sample Lowcountry wine and beer. The combination of Angel Oak, Deep Water Vineyard, a brewery, and Charleston’s waterfront landmarks gives you a broad look at the area in six hours.
I especially like it for a first Charleston visit that includes more than the usual historic streets. The guides can add real value, particularly when the group is small and the day can be adjusted.
Skip it if you want long, detailed visits at each stop or if alcohol is not part of your plans. At $155, the package makes the most sense when you use the included drinks, transportation, snacks, and admissions. For the right group, it is an easy, good-humored way to see the Lowcountry without arranging the pieces yourself.
FAQ
Where does the tour start and end?
The tour starts and ends at the Charleston Visitor Center, 375 Meeting Street, Charleston, South Carolina 29403.
How long does the experience last?
The experience lasts approximately six hours.
What is the minimum age?
The minimum age is 21.
Is transportation included?
Yes. Transportation is provided by luxury party bus, with a driver and host included.
Is wine tasting included?
Yes. Admission to Deep Water Vineyard is included, and wine is among the alcoholic beverages provided during the experience.
Is a brewery drink included?
Yes. The first round at the local brewery is included. The guide may choose among several breweries to suit the group.
What happens if bad weather cancels the tour?
If poor weather causes the experience to be canceled, you will be offered a different date or a full refund.
Newest wine reviews around the USA
- Wine and Wine Jelly-Sauce Tasting on Plymouth Bay★ 5.0 · 37 reviews
- Branson VIP Wine Tasting and Dinner Tour★ 4.5 · 162 reviews
- Ozark Craft Beverage – Wine & Shine Tour★ 5.0 · 92 reviews
- Half-Day Hill Country Wine Shuttle From Austin★ 5.0 · 308 reviews
- Texas Hill Country Group Wine Tour by Limousine★ 4.5 · 33 reviews
- Half-Day North Georgia Wine Country Tour From Atlanta★ 4.5 · 28 reviews
- North Georgia Mountains TWO Vineyard Wine Tasting Tour★ 4.5 · 27 reviews
- North Georgia Wine Country Tour from Atlanta★ 5.0 · 260 reviews
Winery Tours, compared.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery
Read our review →
Douro Valley with Winery Lunch, Tastings & Cruise
Read our review →
Montserrat, Cogwheel, Black Madonna & Winery Tour
Read our review →
Montserrat with Black Madonna & Medieval Winery with Tapas/Lunch
Read our review →
Wine Tour: Paarl, Franschhoek & Stellenbosch incl 3 wineries
Read our review →
Douro Valley Tour: 2 Vineyard Visits, River Cruise, Winery Lunch
Read our review →
5-Hour Traverse City Wine Tour: 4 Wineries on Old Mission Peninsula
Read our review →Lists this tasting appears in

