Friday, 30 January 2026

Sydney’s Most Romantic Valentine’s Day Dining: 25hours Hotel The Olympia & Pier One’s Waterfront Magic

Pier One
Sydney does Valentine’s Day with a little more sparkle than most. It’s a city where rooftop sunsets become a ritual, long lunches stretch into golden afternoons, and harbourfront dinners feel like a scene from a film. Whether you’re planning an intimate date night, a stylish long lunch, or a Galentine’s celebration with your favourite people, two standout destinations are setting the pace this February: 25hours Hotel The Olympia in Paddington and Pier One Sydney Harbour in Walsh Bay.

From Mediterranean share plates and playful cocktails to premium set menus with waterfront views, these Valentine’s Day offerings in Sydney are made for travellers and locals who want a celebration that feels memorable, not manufactured.

Valentine’s Day at The Palomar: Mediterranean Romance in Paddington

Tucked inside the design-forward 25hours Hotel The Olympia, The Palomar Sydney brings Studio Paskin’s cult London energy to one of Sydney’s most fashionable neighbourhoods. The vibe is bold, warm and buzzing, with wood-fired Mediterranean flavours taking centre stage in a setting that feels effortlessly cool.

For couples who love food that’s made for sharing, The Palomar’s Valentine’s experiences offer a relaxed kind of romance, where conversation flows as easily as the wine and the dishes arrive built for the table, not just the plate.

Valentine’s Day Lunch is served from 12pm, featuring a set menu designed for sharing, complete with a special dessert and cocktail created exclusively for the occasion. It’s the perfect way to celebrate earlier in the day, especially for those who want the romance without the late-night rush.

Lunch is priced at $90 per person.

If dinner is more your style, The Palomar’s Valentine’s Day Dinner offers an a la carte experience with special additions that elevate the evening into something distinctly celebratory. The dessert special is a cardamom ice cream sundae layered with chocolate cremeux, grilled plums and honeycomb, offering a rich finish that feels both indulgent and modern.

The cocktail special, Yours and Mine, blends Lychee Estate vodka with Saint Felix Bitter Aperitivo, UNICO Rose vermouth, raspberry and hibiscus shrub, and lemon. It’s bright, playful and perfectly matched to the atmosphere of a Paddington night out.

Galentine’s Day at Monica Rooftop: Sunset Drinks and City Views

For those celebrating friendship, Monica Rooftop Bar turns Valentine’s week into a reason to gather, laugh and linger over cocktails with a view. Perched above the city, Monica is known for standout drinks, shareable bites and the kind of skyline backdrop that makes any afternoon feel like an occasion.

Galentine’s Day at Monica Rooftop takes place on Friday 13 February, offering a vibrant daytime celebration that’s ideal for groups looking for something stylish but not overly formal. It’s a chance to trade the traditional dinner date for something more fun and spontaneous, with great food, great drinks and even better company.

The Galentine’s package is $65 per person, from 12pm.

Adding to the festive feel, guests receive a complimentary upgrade to a magnum when purchasing a 750ml bottle of Whispering Angel Rosé, making it a standout choice for group celebrations.

Pier One Sydney Harbour: Valentine’s Day Dining Over Walsh Bay

Pier One
For couples who want classic romance with a Sydney Harbour twist, Pier One Sydney Harbour delivers one of the city’s most iconic settings. Pier Dining sits right over the water at Walsh Bay, where the lights of the city shimmer across the harbour and the atmosphere feels quietly luxurious.

This Valentine’s Day, Pier Dining is offering a premium set menu designed for a truly special night out. Expect standout highlights such as 30-day dry-aged sirloin and a show-stopping Bombe Alaska, flambéed tableside for a dramatic, celebratory finish that turns dessert into an event of its own.

It’s the kind of dining experience that feels distinctly Sydney, where the view is part of the meal and the harbour becomes the soundtrack to your evening.

Set menu pricing is:
  • Beat the crowd (13 February) – $109 per person
  • Valentine’s Dinner (14 February) – $119 per person

For travellers visiting Sydney during February, this is a perfect way to anchor a romantic itinerary, pairing dinner with a pre-meal stroll around the waterfront and an after-dinner moment under the city lights.

Pier Dining is located at 11 Hickson Road, Dawes Point NSW 2000.

Where to Book: Sydney’s Best Valentine’s Day Tables

The Palomar Sydney (25hours Hotel The Olympia)

Address: 1-11 Oxford Street, Paddington NSW 2021
Website: https://www.25hours-hotels.com
Instagram: https://www.instagram.com/25hourshotels

Monica Rooftop Bar (25hours Hotel The Olympia)

Address: 1-11 Oxford Street, Paddington NSW 2021
Website: https://www.25hours-hotels.com

Pier One Sydney Harbour – Pier Dining

Address: 11 Hickson Rd, Dawes Point NSW 2000
Website: https://www.pieronesydneyharbour.com.au
Bookings: https://www.sevenrooms.com/experiences/pierdiningsydak/month-of-love-4858782342397952

For more travel inspiration read the daily online "The Holiday and Travel Magazine" https://theholidayandtravelmagazine.blogspot.com/

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