Our Summerland wine tours give guests access to one of the most charming and scenic wine regions in the South Okanagan. At Sip Happens Wine Tours, we present Summerland as a gateway to Bottleneck Drive, boutique wineries, relaxed vineyard views, and easy touring from either Summerland or Penticton. All our tours include pickup and drop-off from anywhere in Penticton or Summerland, along with concierge services, bottled water, and air-conditioned vehicles.
Bottleneck Drive is the heart of the Summerland wine experience. It is the main local trail, framed by sweeping vineyards, boutique wineries, and an easygoing South Okanagan atmosphere. That makes Summerland a strong fit for couples, weekend visitors, celebration groups, and anyone who wants a scenic wine day that feels polished without being overly formal.
One of the strongest practical advantages of Summerland is its location. The area is only a short distance from Penticton, which makes it a convenient base for guests staying in either community. If you cannot find availability for the date you want, you can connect directly by email for help, and we might be able to work something out.
If you are comparing nearby regions, you can also browse Penticton wine tours, Okanagan Falls wine tours, Oliver wine tours, or the broader wine tour hub.
Half Day Tours
4 Hours
Sip Disturber - Half Day Wine Tour
Summerland Bottleneck Drive Wine Trail
$139 per person plus GST
Visit 4 Bottleneck Drive Wine Trail wineries
4 Hours
Sip Disturber - Half Day Wine Tour
Penticton/Naramata Bench Wine Trail
$139 per person plus GST
Visit 4 Naramata Bench Wine Trail wineries
Wine Tours With Lunch/Dinner
6 Hours
Holy Sip - Full Day Lunch Wine Tour
Penticton/Naramata Bench Wine Trail
$169 per person plus GST
Visit 5 Naramata Bench Wine Trail wineries with a lunch stop
6 Hours
Sunset Sipster - Dinner Wine Tour
Penticton/Naramata Bench Wine Trail
$169 per person plus GST
Visit 4 Naramata Bench Wine Trail wineries with a dinner stop
6 Hours
Holy Sip - Full Day Lunch Wine Tour
Summerland Bottleneck Drive Wine Trail
$169 per person plus GST
Visit 5 Bottleneck Drive Wine Trail wineries with a lunch stop
6 Hours
Sunset Sipster - Dinner Wine Tour
Summerland Bottleneck Drive Wine Trail
$169 per person plus GST
Visit 4 Bottleneck Drive Wine Trail wineries with a dinner stop
Bachelorette & Private/Custom Tours
6 Hours
Bride-To-Be Full Day Wine Tour
It's all about her today!
$169 per person plus GST
Visit 5 wineries with a lunch stop
4 Hours
Last Fling Before The Ring
Guaranteed to spoil the bride-to-be!
$139 per person plus GST
Visit 4 wineries
Large Group and Private Custom Tour
Plan a private tour to anywhere in the Okanagan Valley
We will handle transportation, winery visits and lunch or dinner reservations
Summerland has a different feel than some of the larger wine destinations in the valley. It is quieter, more boutique, and strongly tied to the character of Bottleneck Drive. We offer to visit a vast list of wineries that includes Dirty Laundry Vineyard, Lunessence Winery, Thornhaven Estates Winery, Fitzpatrick Family Vineyards, Sumac Ridge, Back Door Winery, SummerGate Winery, Silk Scarf Winery, and Sleeping Giant Fruit Winery.
This regional personality matters a lot because many visitors are not only choosing a tour operator, but they are choosing the kind of wine day they want. Summerland fits guests who want beautiful scenery, approachable boutique wineries, and a route that feels intentionally selected rather than crowded.
In Summerland, we offer multiple tour types that we will explain. This also includes Penticton and Naramata Bench options, giving you broader flexibility from one starting point. Here are our tours:
The Sip Disturber Half Day Wine Tour on the Summerland Bottleneck Drive Wine Trail is listed at $139 per person plus GST. It includes visits to four Bottleneck Drive wineries over four hours.
This is a strong fit for guests who want a compact tasting day that still feels complete.
The Holy Sip Full Day Lunch Wine Tour on the Summerland Bottleneck Drive Wine Trail is listed at $169 per person plus GST. It includes five winery visits and a lunch stop for over six hours (lunch cost not included).
This is the stronger choice for guests who want a fuller day and a more relaxed pace.
The Sunset Sipster Dinner Wine Tour is also listed at $169 per person plus GST. It includes four Bottleneck Drive wineries and a dinner stop over six hours (dinner cost not included).
This is giving guests an evening-oriented alternative to the lunch format.
Don’t forget our Sip Disturber, Holy Sip, and Sunset Sipster options on the Penticton and Naramata Bench Wine Trail. That means Summerland can work as both a local wine destination and a practical base for nearby South Okanagan touring.
For guests who want a more tailored outing, the page includes a Large Group and Private Custom Tour option for anywhere in the Okanagan Valley. We will handle transportation, winery visits, and lunch or dinner reservations. If you are looking for more custom planning, you can also visit private custom corporate wine tours.
Summerland also supports celebration-driven bookings. The Bride-To-Be Full Day Wine Tour is listed at $169 per person plus GST, with five wineries and a lunch stop over six hours. The Last Fling Before The Ring is listed at $139 per person plus GST with four wineries over four hours.
These options make it easy for social groups planning a bride-to-be weekend or other celebration outing.
One of the subtler strengths of this region is that it is more than a single trail. It includes Bottleneck Drive and Penticton/Naramata Bench tours together; guests can use Summerland as a practical base for multiple South Okanagan experiences.
This is useful for visitors who want to stay in Summerland but still compare different winery routes. It also supports travellers who care as much about where they stay as where they sip. We can help you find places to stay and things to do nearby, including Summerland Waterfront Resort and Hotel, local vacation rentals, Kettle Valley Steam Railway Station, Nixdorf Classic Car Museum, and the Summerland Trout Hatchery and Visitor Centre.
Summerland wine tours are especially well-suited to couples, friend groups, and celebration bookings that want a scenic boutique wine region rather than a busier urban-adjacent route. It is also a practical fit for guests staying in either Summerland or Penticton because pickup and drop-off are included from both places.
This region also makes sense for travellers who want a slower, more local-feeling wine day. Summerland is best for people who value charm, scenery, and a route with strong boutique character.
We are the number one, top-rated, luxury brand wine tour company that is “Blending Luxury With Good Times” in Summerland. We include transportation, regional route options, concierge support, and a broad set of tour formats from half-day tastings to full-day celebrations and private experiences.
Guests booking these tours are not just choosing a driver. They are choosing a smoother way to explore Bottleneck Drive and the wider South Okanagan, with the logistics already handled and the day structured around enjoyment.
What Our Clients Say
We are proud to partner with various hotels throughout the Okanagan. If you are looking for a place to stay, staff at these properties below will be happy to assist you. Don’t forget to drop our name!
If you are looking for a South Okanagan wine region with boutique wineries, Bottleneck Drive access, beautiful views, and easy pickup from Summerland or Penticton, this is a strong place to start. Compare the available experiences, choose the format that suits your group, and book a Summerland wine tour that feels scenic, smooth, and genuinely enjoyable.
What wineries are featured on the Summerland wine tours page?
Dirty Laundry Vineyard, Lunessence Winery, Thornhaven Estates Winery, Fitzpatrick Family Vineyards, Sumac Ridge, Back Door Winery, SummerGate Winery, Silk Scarf Winery, and Sleeping Giant Fruit Winery.
Do Summerland wine tours include pickup and drop-off?
Yes, all Summerland tours include pickup and drop-off from anywhere in Penticton or Summerland, along with concierge services, bottled water, and air-conditioned vehicles.
What are the main Summerland tour options?
Sip Disturber Half Day Wine Tour, Holy Sip Full Day Lunch Wine Tour, and Sunset Sipster Dinner Wine Tour on the Summerland Bottleneck Drive Wine Trail.
Can I also book Penticton or Naramata Bench tours from this page?
Yes, we also offer Sip Disturber, Holy Sip, and Sunset Sipster experiences on the Penticton/Naramata Bench Wine Trail.
Do you offer private custom tours from Summerland?
Yes, we offer Large Group and Private Custom Tour options anywhere in the Okanagan Valley, with Sip Happens handling transportation, winery visits, and lunch or dinner reservations.
Are there bachelorette wine tours in Summerland?
Yes, we offer both the Bride-To-Be Full Day Wine Tour and Last Fling Before The Ring.
What makes Summerland different from other Okanagan wine regions?
Summerland stands out for Bottleneck Drive, boutique wineries, and a more relaxed South Okanagan atmosphere. This is supported by the winery lineup and regional slower vibe.
What if I do not see availability for my date?
Contact hello@siptours.ca if your desired date is unavailable, and we will make every effort to accommodate your request.
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