Itinerary
Friday night to Sunday afternoon. Eight stops, properly sequenced for visiting drinkers.
Friday 17:00 — Arrival drink · City centre · $$$ · Cocktail Bars
28 HongKong Street opened in 2011 and effectively established the modern Singapore cocktail scene. The bar has no signage — you find the door at 28 HongKong Str Drop bags. Find a hotel-adjacent bar within a five-minute walk. Order something simple to anchor yourself to the city.
Friday 19:30 — First proper cocktail room · Marina Bay · $$$$ · Rooftop Bars
Ce La Vi at Marina Bay Sands draws a steady local crowd in Marina Bay. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. The polished room you'd take a first date to. Sit at the bar. Talk to the bartender. Stay one drink — you're scouting, not committing.
Friday 22:00 — Local district drinking · Boat Quay · $$ · Sports Bars
Harry's Bar Boat Quay draws a steady local crowd in Boat Quay. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Walk into the city's drinking quarter (the heart of the night, not the tourist version). Two drinks, two rooms. Pace yourself — Saturday is the long day.
Saturday 17:30 — Rooftop cocktail · City centre · $$$ · Cocktail Bars
Analogue Initiative is Singapore's most sustainability-focused cocktail bar — zero-waste cocktail program, locally-sourced ingredients, and a hyper-modern techn Sunset. Find a rooftop. Order whatever the house specials around sundown. Take photos but don't lose 90 minutes to your phone.
Saturday 20:00 — Dinner-with-drinks · City Hall · $$$$ · Cocktail Bars
Anti:dote at Fairmont draws a steady local crowd in City Hall. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Eat somewhere with serious bartending built in. The right room is one you order both your dinner and your nightcap from.
Saturday 22:30 — The destination · Robertson Quay · $$ · Cocktail Bars
Archipelago Brewery draws a steady local crowd in Robertson Quay. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. The bar that made you book the trip. The pre-research one. Reservation-only ideally. Stay until last call.
Sunday 14:00 — Brunch cocktail · City centre · $$ · Cocktail Bars
Parkview Square, 600 North Bridge Road, Singapore 188778 Mary, Mimosa, or whatever low-ABV house play the room runs. Eat. Pay. Walk.
Sunday 17:00 — Last quiet drink · City centre · $$$$ · Cocktail Bars
Atlas Bar occupies the lobby of Parkview Square — Singapore's most photographed art deco building. The 14-metre gin tower at the centre of the room holds over 1 Find the hotel bar at your departure airport equivalent — somewhere quiet, low-volume, well-staffed. End the trip on a martini and a clean conversation.
The plan starts polished on Friday night and peaks Saturday late. We've left Sunday afternoon for recovery, a brunch cocktail, and a quiet last drink before you fly out. Every stop is editor-picked and walkable from at least one of the others.
Total spend across the weekend: roughly £200-£350 per person on drinks alone (not counting food). Reservations are essential at any room flagged 'destination'. Book those first; the rest you can walk to.
Each stop links to the full bar page if you want to dig deeper. Treat timings as guidance — adjust to your pace.