The Plan
Trip Itinerary
Four nights on Okanagan Lake — wine, lakeside dinners, satin pajamas, and fifty years of friendship.
Arrival & Welcome Dinner
- Check-in — Delta Hotels by Marriott Grand Okanagan Resort (from 4:00 PM)
- Evening — Dinner at Cactus Club Cafe, Kelowna Yacht Club
Wine Tour Day
- 2:30 PM – 6:30 PM — Vivid Wine Tours, Lake Country Half Day Wine Tour (pickup at the Delta)
- Evening — Dinner, group's choice (TBD — see Explore for downtown options near the hotel)
Lakeside Dining
- Evening — Dinner at Lakeside Dining Room, Hotel Eldorado — waterfront table on Okanagan Lake
Supper Club Night
- Evening — Dinner at Bernie's Supper Club & Cinema, downtown Kelowna
Departure
- Check-out — Delta Grand Okanagan (by 11:00 AM)
- Staggered departures — see Rooms & Travel for individual flight/departure times
Free Time, Your Way
No group activity is mandatory — peel off and do your own thing between the big plans. See Explore and Breakfast & Lunch below for specifics.
Home Base
Delta Hotels by Marriott
Grand Okanagan Resort
1310 Water St, Kelowna, BC — lakefront in the heart of downtown, steps from the Cultural District and Bernard Avenue.
Check-in / Check-out
Check-in from 4:00 PM
Check-out by 11:00 AM
Standard times — ask the front desk about early check-in / late check-out for our group of 13.
Rooms
Lake, mountain, or city view options, including multi-bedroom suites and condo-style units with full kitchens — good for splitting our group across a few connected rooms.
On-Site Dining
OAK + CRU Social Kitchen & Wine Bar, Quench Pool Bar (seasonal), and The Cannery Marketplace for grab-and-go coffee.
Parking
Self-parking and valet available on-site with in/out privileges.
Verify current nightly rate at check-in.
Amenities
Amenity list gathered from the hotel's official listing — please reconfirm anything time-sensitive (spa hours, pool hours, on-site casino) closer to July 2026.
Friday, July 17 · 2:30–6:30 PM
Vivid Wine Tours
Lake Country Half Day Wine Tour
Lake Country's rolling vineyards sit right on Okanagan Lake and are famous for award-winning Pinot Noir and Chardonnay.
What's Included
- Round-trip pickup and drop-off at the Delta Grand Okanagan
- Four wineries along Lake Country's Scenic Sip Wine Trail
- 16–20 tastings across the afternoon
- Vineyard walks and barrel room experiences at select stops
- Guided commentary in a private luxury van
Good to Know
- Valid government photo ID required (19+ to drink in BC)
- Wear comfortable shoes — some walking on uneven vineyard terrain
- Sunscreen, sunglasses, and a hat — July sun is strong
- A light layer for the van's A/C and shaded cellar rooms
- Confirm with Vivid whether a food pairing is included, or plan a bite beforehand
The exact 4 wineries visited can vary by date — Vivid will confirm the day-of lineup. Reconfirm pricing and the 2:30–6:30 PM pickup window directly with Vivid ahead of the trip, and ask about a private van for our group of 13.
Menus & Details
Where We're Eating
Cactus Club Cafe
Thursday, July 16Kelowna Yacht Club — 1370 Water St #1, waterfront, a short walk from the Delta
Upscale-casual West Coast dining with Asian-fusion touches, in-house sushi, and a strong cocktail program — sweeping views of the marina and lake.
Menu rotates seasonally — sample dishes above, confirm the current menu closer to the date. Happy hour daily 3–6 PM. Smart casual attire.
Lakeside Dining Room — Hotel Eldorado
Saturday, July 18500 Cook Road, Kelowna — ~10–15 min drive from the Delta, patio seats right at the water's edge
Farm-to-table fine dining inside the historic (1926) Hotel Eldorado, named one of Canada's Top 50 Hotel Restaurants and the only Okanagan restaurant on that list. Award-winning wine list of 300+ mostly Okanagan labels.
Request a lakeside patio table when booking for golden-hour views. Resort-chic attire recommended.
Bernie's Supper Club & Cinema
Sunday, July 19353 Bernard Avenue, downtown Kelowna — a renovated century-old heritage building
Art-deco supper club with a chef-driven menu (Spanish-diaspora, Asian, and Mediterranean influences) plus an in-house cinema screen — a fun, stylish close to the trip. Happy hour daily 4–6 PM.
Ask about catching a film after dinner. Chic evening attire — this is the "dress to be seen" night.
Between the Big Dinners
Breakfast, Lunch & Errands
Almost everything here is a 5–15 minute walk from the Delta, around Bernard Ave and the Cultural District.
Breakfast & Brunch
- Sunny's (Modern Diner) — Bernard Ave, classic-diner-turned-modern brunch, a local favourite
- The Bohemian Café — homestyle breakfast on Bernard Ave
- Diner Deluxe — retro blue-plate diner, Bennys & boozy brunch drinks
- Central Kitchen + Bar — weekend brunch buffet, Sat/Sun 10 AM–12:45 PM
- CRAFT Kelowna — in the old Paramount Theatre, 100+ beers on tap
- Chilango Modern Mexican — Ellis St, Mexico City-inspired weekend brunch
Lunch
- Mad Mango Cafe — Bernard Ave, Asian fusion, known for laksa
- Little Hobo Soup & Sandwich Shop — casual, 20+ sandwiches & soups
- The Bohemian Café — also great for lunch
- Bernie's Supper Club — raw bar lunch (oysters, tartare, seafood towers)
- Cactus Club Café — marina patio, great for people-watching
- Earls Kelowna — Bernard St, reliable group-friendly menu with lake views
Stock the Room
Liquor & Wine
- Metro Liquor — 1175 Ellis St, full-service, ~7–10 min walk
- O'Flannigan's Liquor Store — 319 Queensway Ave, open daily 9 AM–11 PM
- Sandhill Wines tasting room — 1125 Richter St, bottle shop for Okanagan VQA wine as a splurge
Snacks & Sundries
- Ellis St Market — 1095 Ellis St, produce/deli/bakery, closest to the hotel
- Safeway Downtown — 697 Bernard Ave, full grocery run, open 7 AM–11 PM
- Shoppers Drug Mart — 597 Bernard Ave, snacks, water, sunscreen, first-aid
No downtown BC Liquor (government) store — the three spots above are the closest walkable options. Reservations recommended for brunch spots in July, it's peak season.
Who's Where
Rooms & Travel
All 13 of us are arriving and departing at different times — roster below to be finalized.
| Name | Room | Arrival | Departure | Notes |
|---|---|---|---|---|
| Dawn | Room 1 | Thu, Jul 16 — AM | Mon, Jul 20 — PM | — |
| Lorena | ||||
| Kristen | Room 2 | Thu, Jul 16 — early AM | Sun, Jul 19 — PM | — |
| Kelly | ||||
| Michelle | ||||
| Kim | ||||
| Kristie | Room 3 | Thu, Jul 16 — mid-afternoon | Mon, Jul 20 — PM | — |
| Charlene | ||||
| Kristy | Room 4 | Thu, Jul 16 — mid-afternoon | Mon, Jul 20 — PM | — |
| Daisy | ||||
| Melanie | Room 5 | Fri, Jul 17 — AM | Sun, Jul 19 — AM | — |
| Leanne | ||||
| Sandee |
No dietary restrictions or allergies flagged for the group. Note: Room 1, 3 & 4 arrivals are earlier than the Delta's standard 4:00 PM check-in — worth calling ahead about early check-in or luggage storage.
Pack Accordingly
Weather & Packing
What to Pack
Beyond the Itinerary
Explore Kelowna & Lake Country
Knox Mountain Park
~5 minute drive/rideshare from the Delta. The Apex Trail has sweeping lake views, and a spur leads to a secluded beach at Paul's Tomb.
Myra Canyon Trestles
A scenic ~12 km rail trail with 18 historic wooden trestle bridges — easy walking or e-bike rentals on site.
City Park & Hot Sands Beach
Central downtown beach, an easy walk from the Delta — good for a lazy swim between plans.
Kelowna Cultural District
Walkable arts core anchored by the Kelowna Art Gallery (1315 Water St, closed Mondays), plus the Rotary Centre for the Arts and a self-guided public art walk.
Farmers & Crafters Market
Local produce, crafts, and food vendors — a great slow morning activity.
Boat & Watercraft Rentals
Pontoon boats, jet skis, paddleboards, and kayaks right off the Delta's marina.
Damara Day Spa
On-site at the Delta — book a group spa afternoon before the wine tour or supper club night.
Bernard Avenue
Boutique shopping and patio-hopping through the historic downtown core, right by Bernie's.
Sunset Lake Cruise
Several operators run scenic evening cruises out of downtown — a nice option for a milestone toast on the water.
Craft Breweries & Distilleries
BNA Brewing, Tree Brewing, and Okanagan Spirits Craft Distillery for a change of pace from wine.
The Uniform
The Squad
Thirteen of us, all turning 50 in 2026 — all born in ‘76, all grads of Murdoch MacKay High School in Winnipeg. Matching emerald green & black satin pajamas, embroidered #Project50 and 76ers (a nod to our birth year), worn proud all weekend.
Pajamas are the unofficial trip uniform — wear them whenever the squad decides, whether that's the welcome night or a slow morning coffee on the balcony.