After landing and settling into your accommodation, start the day with a relaxed stroll and coffee at Franklin Café before wandering the nearby Salamanca Place to enjoy the early market stalls and sandstone warehouses. Continue to the waterfront for a scenic walk along Sullivans Cove, popping into the Tasmanian Museum and Art Gallery (TMAG) for a concise introduction to local history and natural heritage-an easy, low-key morning that sets a gentle pace for the anniversary weekend ahead.
Head to the historic Battery Point for a gentle exploration of charming cottages and leafy streets, stopping at Arthur Circus and the local galleries for quiet anniversary photos. Continue down to the waterfront and take a short boat cruise from Constitution Dock to see Hobart from the Derwent River, then unwind with a sunset drink on the terrace of The Glass House overlooking the water.
As dusk falls, enjoy a romantic dinner at Aloft Restaurant on Hobart's waterfront, savouring modern Tasmanian cuisine and local wines while you watch harbour lights come alive. After dinner, take a short stroll through Princes Park to the beautifully lit Cascade Brewery Gardens, then finish with a nightcap at the cosy, historic Republic Bar, perfect for a relaxed anniversary toast to your first evening in Hobart.
Begin with a leisurely breakfast at Pigeon Hole Café, then join a guided walking tour through Battery Point's quieter lanes to discover colonial cottages and stories of early Hobart-perfect after yesterday's waterfront amble. Continue to the nearby Tasmanian Whisky School for a mid-morning tasting and short masterclass that pairs local drams with small Tasmanian bites, setting a celebratory tone as you prepare for the day's anniversary events.
After a morning of boutique cafés and whisky tasting, spend the afternoon wandering the elegant galleries of Mona (Museum of Old and New Art)-take the ferry from the Hobart waterfront for a scenic river crossing and explore provocative exhibits at your pace. Later, return to the city for a leisurely late-afternoon stroll through [Royal Tasmanian Botanical Gardens](https://gardens.rtbg.tas.gov.au/), where you can find a quiet bench among historic beds and seasonal blooms before freshening up for your anniversary evening.
As twilight falls, enjoy an intimate anniversary dinner at Franklin Restaurant, where contemporary Tasmanian flavours and tasting menus showcase local produce in a warm, candlelit setting. After dinner, take a short taxi to Mount Nelson Signal Station for panoramic night views over the city and river, then finish with live jazz and cocktails at the sophisticated The Winston for a relaxed, celebratory nightcap.
Start the morning with a scenic drive up to Kunanyi / Mount Wellington, pausing at the The Springs picnic area to stretch your legs and enjoy sweeping views over the Derwent before taking a short, easy walk along the Organ Pipes track for dramatic rock formations and photo opportunities. Descend to the foothills for brunch at the charming Sassafras Bakery & Cafe in nearby Lenah Valley, where hearty pastries and local coffee make a warm, satisfying send-off after your anniversary weekend.
After your Mount Wellington morning and a leisurely brunch, enjoy a relaxed afternoon exploring the historic heart of town: wander through the craft shops and galleries of Salamanca Place (if you missed any on arrival day) and cross to the nearby Battery Point Reserve for a riverside bench and people-watching. Later, take a short drive to the peaceful Cascade Brewery Visitor Centre for a behind-the-scenes tour and tasting of local ales, then finish with a scenic late-afternoon stroll along the waterfront at Long Beach to collect final photos of the Derwent before packing up.
Wind down your final evening with a relaxed seafood-focused meal at Mures Upper Deck, savouring fresh Tasmanian scallops and a glass of local cool-climate pinot while looking out over the harbour. After dinner, take a gentle twilight stroll along Hunter Street Pier to absorb last views of the Derwent, then finish with a celebratory dessert and port at the intimate The Glass House Bar for a warm, memorable farewell to Hobart.