Perfect for: Social Tastemakers & Gastronomy Aficionados

Nestled amidst lush greenery, Dempsey Hill transforms former British army barracks into a sophisticated lifestyle destination. Here, colonial-era black-and-white buildings house an eclectic mix of dining venues, artisanal crafts, and unique experiences. The verdant setting creates a peaceful retreat from the city's pace.

Begin your Dempsey discovery at Tanglin Gin Distillery, Singapore's first gin distillery. Here, master distillers craft award-winning spirits using botanicals that tell distinctly Asian stories. The tasting room offers an intimate glimpse into the art of gin-making, whilst their cocktail bar serves innovative creations that capture Singapore's spirit.

For those seeking playful moments, the Museum of Ice Cream (MOIC) invites you to release your inner child whilst maintaining grown-up sophistication. This pink paradise features 14 magical installations where you can dive into a pool of sprinkles, sample unique ice cream flavours, and capture endlessly shareable moments.

The hill reveals more treasures as you explore - from Como Dempsey's curated retail experience to the REDSEA Gallery's contemporary art pieces. As you wander the historic paths, you'll discover how each preserved building now houses unique lifestyle concepts that respect the area's heritage while embracing contemporary style.

Visitor's Notes:

• MOIC opens 10:00-22:00 (last entry 21:00)
• Tanglin Gin Distillery welcomes visitors Thursday-Sunday (book tastings in advance)
• Best visited weekdays to avoid crowds
• Transport: 10-minute taxi (approximately SGD 12)
• Book MOIC tickets in advance, especially for weekends
• Comfortable walking shoes recommended for exploring the hill
• The area comes alive at dusk when restaurants light their terraces
  
  

Directions from Pan Pacific Orchard to Dempsey Hill

Perfect for: Social Tastemakers

Just a short ride away lies one of Singapore's most enchanting neighbourhoods. Emerald Hill feels like stepping into a different era - one where Peranakan shophouses wear their history in every colourful tile and ornate facade. These architectural gems tell the story of Singapore's unique cultural blend, where Chinese, Malay, and European influences dance together in perfect harmony.

Each shophouse is a masterpiece of detail - notice how the ceramic tiles catch the late afternoon light, how the shutters create patterns of shadow and light. Every angle offers a perfect photo opportunity, every corner reveals a new story.

Insider Secrets:

• The light is pure magic between 16:00-18:00
• Walk through the covered walkways if the tropical sun feels too warm
• No. 5 Emerald Hill Cocktail Bar offers both respite and remarkable photos
• Look up - some of the best architectural details are above eye level
  
  

Directions from Pan Pacific Orchard to Emerald Hill

Perfect for: Social Tastemakers

Here's where heritage meets hipster, where traditional textile shops share streets with contemporary cafes. Haji Lane's narrow pathways burst with independent boutiques and vibrant street art, while Arab Street showcases traditional crafts in the shadow of the majestic Sultan Mosque.

Every corner tells a story, every shophouse adds to the narrative. The textile shops along Arab Street still sell materials of incredible quality - some of the same suppliers that local designers have used for generations.

Capture-Worthy Moments:

• Best visited in late afternoon
• The golden hour (17:00-18:00) creates magical photo opportunities
• 15-minute taxi ride (around SGD 15)
• Plan for 2-3 hours of wandering
• Look for the hidden alleys - they often hold the best surprises

Directions from Pan Pacific Orchard to Haji Lane