Welcome to Sip & Anchor

Luxury Wine & Boat Charters

Experience the Okanagan Lifestyle

Okanagan Wine Tours | Okanagan Lake Tours | Bachelorettes

The Sip & Anchor Experience

Sip & Anchor is the adult escape for sophisticated singles, couples & friends. Our Okanagan wine tours are luxe, easy-going & fun, featuring the Okanagan’s best of land & lake, trendsetting restaurants, world-class wineries & wet n’ wild cruises. Meet new friends & make memories with the people you love most.

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Sippin’ Floatin’


Signature Tour

Best of Land & Lake $249, lunch (excl.)

(please note we are currently adding a small fuel surcharge per group)
Max 10 Guests

The Sip & Anchor trademark tour is for the wine-sipping suncatcher wanting it all, offering a full day of the Okanagan’s coveted lifestyle. Your day starts with winery hopping at Kelowna’s best wineries, followed by a leisurely waterfront luncheon, & an afternoon soaking up the sun & playing in the refreshing waters of Okanagan Lake.

  • Tastings at 3 wineries
  • 2-hour boat charter
  • Tasting fees (for pairings, private tasting rooms, or Reserve Wine tastings please contact us)
  • Lunch reservation*
  • Pick-up & drop-off at your Kelowna/West Kelowna accommodations
  • Bottled water & snacks
  • Air conditioning
  • Surround sound system to blare your favourite beats
  • Professional fun expert/tour guide/Captain
  • Ice
  • Fuel
  • Water activities such as floaties & two-person tube
  • Swimwear
  • A hat
  • Towel
  • Sun screen
  • Flippie floppies
  • Sunnies
  • A camera or other memory capturing device
  • BYOBevvies
  • Additional food


The cost of lunch is not included in the price of the tour. Restaurant location is dependent on availability. Payment for lunch is made directly to the restaurant. Guests are responsible to communicate any/all food allergies to the restaurant upon arrival. Or grab a beautiful charcuterie box to take out on the boat!

Add-On Option:

  • Charcuterie boxes from the Graze Company (www.thegrazecompany.com) which include meat, cheese, dip, preserves, crudites, fruit, nuts and olives. Vegetarian options also available! Prices based on number of people (approx $30/person).


  • Wine Tour: 14 Passenger Ford Transit 350 HD.
    For this tour, seats are limited to a maximum of 12 guests.
  • Boat Charter: Suncatcher X324 RS with double lounger.
    Max capacity 12 guests. Please contact for larger groups.


We offer private tours with a minimum of 8 seat purchases.
For Bachelorettes, please see the Bachelorette Tour!


We will wine tour rain or shine! In the case of poor weather forecast, we do our best to provide 24 hours weather-watch notice for the boat portion of the trip. If we do not end up boating, we can reschedule a 2 hour charter or provide a refund of $50 per person, or lengthen the wine tour if there is availability.


For Signature Tour bookings, a 20% deposit is required at the time of booking. The remaining balance is owed the day of the tour, or can be paid in advance. Deposits require a valid credit card. Remaining balance can be paid using cash, debit or credit. All prices exclude applicable taxes & gratuity.


Deposits are fully refundable for cancellations or changes made 7 days or more prior to the reservation. Sip & Anchor reserves the right to retain deposits for cancellations or reductions of the number of guests made less than 7 days prior to the reservation date, or in the case of no-shows.


All passengers are required to read & sign a waiver release agreement form prior to boarding the boat. This can be provided via email or at the time of your arrival.


Sip & Anchor reserves the right to change tour vehicles, guides, departure times, &/or winery & restaurant itineraries. Your reservation assumes release of the operator from liability or any assumption of claims, risks & indemnity.



Welcome to the party

For down-to-Earth wine enthusiasts ready for less la-di-da & more breath-of-fresh-air. For friendly socialites who want to meet like-minded people & make memories with their old favourites. For extraordinary humans needing a break from the mundane. For those looking to day drink in a socially acceptable & sophisticated way. For adults who just want to have fun.

Did We Just Become Best Friends?


I had the most wonderful time with Sip and Anchor, we were picked up at home and taken to several wonderful wineries. As a local I had always thought wine tours were not something I would want to do, but this was so much fun and we were treated so well we booked in and did another tour 2 weeks later! Taking a wine tour with Sip and Anchor will now be an annual excursion and I can’t wait until the next one. From the wineries to the afternoon on the boat, and the wonderful lunch we had in between, we couldn’t have had more fun, Casey was the best host – professional, organized, funny. Thank you very much Sip and Anchor!


Casey is a wonderful host, and very very patient! I had a friend with me both injured and then sea sick and he was so kind and patient with us. I had requested a personalised afternoon and he made it happen, last minute. I was so grateful! The boat was impeccable and Casey made us feel special. I’ve taken a lot of tours and this is by far one of the very best in Kelowna!

Keyla O

I had the pleasure of doing a wine tour with sip and anchor this past weekend and I had a blast! We were picked up and dropped at home and our driver (Lindsay) was amazing. She was very personable and accommodating. She even added an extra spot due to some snag in traffic. We visited 6 different wineries and got to experience many different wines. Also, we got to pick our own spot for lunch in between which was great. Dealing with Casey was easy and care free. He made our itinerary and had great communication with us prior to our tour. I will definitely be touring with sip and anchor again!


Sip & Anchor was the highlight of my bachelorette weekend, hands down. We were a bit sceptical since the company was so new but we ended up trusting the few reviews they had & they couldn’t be more accurate. Lindsay & Casey went over & above what was expected of them including setting up dinner reservations for us so no one missed out on the wine tours & Casey is even shipping us a few things we left on the boat. It was also nice that Lindsay didn’t take us to the commercialised wineries and focused more on the smaller “off the grid” wineries that i wouldn’t even know about in Kelowna. The brother-sister duo were so accommodation and so easy going, I would recommend this to everyone!

Bre Cisecki

Our day exploring the south Okanagan wineries was a blast. Thanks to Casey at Sip & Anchor for arranging all the stops and opening the doors to some of the rare gems that were closed for the season. Your attention to detail and ensuring that the group (6 of us) was well taken care was exceptional and you went above and beyond. Many wine transport services are considered a necessary evil and wineries “put up” with their groups. But Sip & Anchor is the exception, we felt like VIPs and the wineries had a genuine interest in our group. Without doubt it was a memorable day and although we started quiet and reserved, we ended the day with some rocking music and a trunk full of wine. Thanks Casey; as people in the wine industry, we can say with confidence “BEST WINE TOUR COMPANY” in Kelowna.


Our party went out with Casey for a bachelorette in August and it was stunning. Casey worked with me months before to choose the perfect wineries for the experience I was trying to plan. We were out with Casey all day, we had private tours and even finished the wineries with live music. Casey then took us on his boat for the rest of the day – nearly a 10-6 experience. He was so accommodating, so professional, and so fun! All this for what we considered a VERY reasonable price. On top of everything, after our day was done Casey called to personal thank me later in the evening. We will absolutely be booking with Casey every time we’re in Kelowna and would recommend his service for business or pleasure.

Lauren F

Fantastic tour, hit great wineries in the Naramata area and they were ready for us upon arriving at each one Friendly staff that arranged a really fun day in super clean vehicle. Thanks, we’ll definitely be back

Denn Golinski

This is , by far, the finest wine tour I have ever experienced in the Okanagan. I have been on many, but this tour was exceptional in every way. The organization, scheduling, and professionalism was absolutely fantastic. Thank you very much Casey & Co.!

Rob Fournier

Casey at Sip and Anchor is fantastic and will customize your tours based on what you are looking for. I highly recommend them for any of your upcoming events. I booked 2 separate team building events – one was a boat tour in September and one was a wine tour in October. Both events were top notch and Casey went over and above to make sure we were comfortable, that we had fun and that we got exactly what we were looking for. Thank you Casey!!


I’ve gone out with Casey on a couple occasions with big groups and we’ve always had a blast!!! He takes us to great locations and always with a smile. He’s an excellent host and takes great care of each individual. Love this company!!!

Courtney M

I have done a few wine tours in the kelowna area, but non as fun and easy going as it was with Casey of sip&anchor. He had all the wineries chosen for us, all but one I had never been too before, and I’ve been to a lot. He had snacks, he played good music, let us choose what we wanted to do for lunch. He packed up all our wine and had it all color coded so it easy to figure out which was ours at the end. I would highly recommended Sip & Anchor again and again!!

Haley T

Awesome wine touring company. Thank you thank you for everything! You made the bachelorette an awesome experience.

Lena D

Great times had on the tour. I would definitely recommend trying this company out for your next tour.

Cris Nagy

I booked a full day trip for a wedding party through Sip and Anchor, and it was an amazing time!! The wine tour bus picked us all up at the hotel, and we toured a pre-planned selection of Naramata wineries, complete with tastings, and a stop for lunch with a fantastic patio view. We finished up with a sunset cruise and bevvies on the Sip and Anchor party boat! Amazing day, to say the least. Casey and Lindsay were fantastic and made that day the highlight of the wedding holiday. Everyone is already planning our next tour with Sip and Anchor, we can’t wait!

Sean Skuter

My wife and I spent a day with Sip and anchor on a day long wine tour. We have been on a few tours, which we found a little boring and lack lustre. However a day with Sip and Anchor was different. Great local knowledge, a perfectly clean new and cool Van, and a great guide. We felt more like a traveling Lux party than a stuffy wine tour. We definitely go again!


Spent the afternoon out on beautiful lake Okanagan with Casey and it was the most spectacular day! He was an amazing host accommodating every one of our requests with no questions asked. Defintely a must do when on vacation in kelowna! We will definitely be booking with Sip and Anchor again in the future!

Chelsey L

This was one of the most fun experiences I’ve had in a while. Went with a group of friends and enjoyed every aspect of the day. Good knowledge, fun tour guide who kept us laughing for hours. Would do this again in a heart beat.

TD Nagy

Booked a tour with Sip & Anchor for my friend’s bachelorette party. Casey worked with me to create a custom tour that was beyond amazing. We spent the morning tasting delicious wines and then we went out on the boat for an afternoon in the sun. We had a great time and Casey didn’t flinch at any of our antics. Would highly recommend using Casey and his tour company. Will be looking to book again in the future. Thanks Casey!


What an amazing day . Lindsey (Casey’s sister). Was so much fun and took such good care of us . We highly recommend them.


Amazing! Casey was an incredible guide on our wine tour around Kelowna. We had a group of 12 and Casey put together an amazing tour that matched our preferences while still giving us some insider favourites. I’ve done a number of tours with various companies and Sip and Anchor was by far the best. Can’t wait for the next visit back.


Casey took a group of us out on a wine tour recently while we were on vacation to Kelowna visiting a few friends. It was by far the best wine tour any of us (and our friends are from Kelowna) have ever been on. The host was super patient, welcoming and was such a gentleman, holding the doors in and out of everywhere we went. The vehicle was immaculate! He met all of our needs and over exceeded our expectations. Our local friends are guaranteed to use Sip and Anchor the next time a wine adventure is in the works, and we will definitely use them anytime we visit. Choose Sip and Anchor, you won’t regret it!!


Top notch in every way! Hands down the best wine tour I’ve taken! Not only was the vehicle we toured in pristine and clean, it was also roomy and oh so comfortable. Casey did an amazing job of organizing our tour and we all had such a great day. It was so nice to have a super friendly, fun and knowledgeable tour guide! He went above and beyond wherever he could, none of us lifted a finger to open a door or carry our wine to the vehicle all day. Highly recommend Sip and Anchor. Can’t wait to try out the tour and boating option once it’s warmer out!!


Best of the best! Casey took a group of us out last Spring for a going away party and we had such an incredible time. We were treated like gold! They arranged an incredible lunch for us and selected amazing wineries where we received VIP treatment at each one. Casey organized all of our purchases for us and even carried our cases to our doorsteps at the end of the day. We didn’t lift a finger other than to drink our wine! From the fun music to the (much needed) snacks in the van, Sip & Anchor literally thinks of everything. By far the best wine tour company in the Okanagan. Thank you Casey for such a great experience– we can’t wait to do it again this year!


Casey was our host/tour guide for my Bachelorette party. As being my first wine tour i had very high hopes going into it. Casey exceeded my expectations and made the experience truly amazing from start to finish! He is very personable, kind, fun and organized. Ps. He also is a great photographer! Thanks Casey for making it one for the books!

Rebecca Van Dusen

Our group had such an amazing day! The staff were very attentive and organized. They really took care of everything down to the last detail. I love the Sip Hop experience! A bit of the North and the South. The bus was also the most luxury I have seen…very comfortable and clean!

Jennifer Orton

We went for an amazing wine tour today. They customized the tour as we went along as we ended up spending more time at some places than others. The van was AMAZING! Spacious and not cramped at all. They were with us helping pack up our purchases as we went along….we felt like Royals! Highly recommend!

Esther Schwenning

I’ve been on a number of wine tours and I can easily say that this was the most memorable. As a going-away gift, my friends took me on a Naramata Sip & Anchor tour and I honestly felt like royalty. Our host Casey was so attentive, knowledgable and went above and beyond. He treated us like VIPs and made sure that every case of wine purchased made it safely to our doorsteps without us lifting a finger. The snacks and water provided were such a thoughtful touch and I had so much fun from beginning to end. I highly recommend Sip & Anchor for your next wine tour.

Carly Sylvester

Had a great day! The tour took us to small out of the way wineries that are off the beaten path as well as some large long established ones. A great mix! The vehicle was spotless and staff friendly, knowledgeable and very accommodating.

Erin Hussey