iWander Tasmania · Hobart
iWander Tasmania's small-group day is led by a guide descended from convicts, with four hours at Port Arthur and short stops at Richmond, the Tessellated Pavement and Tasman Arch. Pick it for the storytelling and the group size, 20 at most.

iWander picks you up from your hotel in central Hobart. The first stop is 30 minutes in Richmond, then 10 at Pirates Bay and 15 at the Tessellated Pavement, the flat rock shelf at Eaglehawk Neck that the sea has cut into tiles. The guiding is the selling point: the listing says your guide is a convict descendant, and reviews keep coming back to how much context they give on the drive.
At Port Arthur you get four hours, with entry and the 20-minute harbour cruise included. On the way back there's half an hour at Devil's Kitchen, Tasman Arch and the Blowhole, three coastal formations a few minutes apart, plus an optional lavender farm. The group is capped at 20, which makes stops quicker and questions easier.
The rating is 5.0, but from only 28 reviews: a small sample next to the hundreds behind the bigger operators. Nothing in those reviews raises a red flag. Just weigh it accordingly. On site, the Visitor Centre, the Gallery and the harbour boat are wheelchair accessible, and the rest has hills, gravel and steps; ask iWander about the vehicle before you book if mobility is a concern.
From hotels in central Hobart.
The convict-built bridge and the Georgian village.
A lookout over the bay, then the tiled rock shelf at Eaglehawk Neck. Low tide shows it best.
Entry and the harbour cruise included. Plenty of time for the houses on the hill as well as the Penitentiary.
Three sea-cut formations close together in Tasman National Park.
Optional lavender farm stop, then drop-off.
★★★★★Great guide, very informative. Took us to interesting locations and good explanation of Port Arthur.
★★★★★Fabulous trip, great local guide in Gerrard, who treated we oldies with respect, care & patience. Well worth the $$.
★★★★★A fantastic and informative day trip to the Tasman Peninsula, Port Arthur, Richmond and so much more.
★★★★★Our tour guide Jarrod was very knowledgeable of the area and really made the trip a fun day out for everyone on the bus.
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iWander Tasmania, a small Hobart operator. The listing says the guide is a descendant of convicts, and groups are limited to 20.
Four hours on site, inside a 9-hour day. Entry and the harbour cruise are included.
It comes from 28 reviews, which is a small sample. The reviews are consistent about the guiding and the pace, but the bigger operators have hundreds of reviews behind ratings of 4.7 to 4.9.
From hotels in central Hobart. Confirm your address when booking.
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A small group of 20 at most, four hours at Port Arthur and the Tasman Peninsula sights on the way.
Port Arthur & Isle of the Dead Day TripThe longest stay on site, about 4.3 hours, with the harbour cruise and a guided walk on the Isle of the Dead.★ 4.7 · 1 day · from $132
Port Arthur & Tasman Park Day TripThe classic coach day: Richmond Bridge, about 4 hours on site with a guided walk, and the only wheelchair-accessible trip.★ 4.7 · 8.5 hours · from $113
Port Arthur, Tasman Sights & Harbour CruiseThe cheapest day trip with entry included: Pirates Bay, the Dog Line, then 3 or 4 hours in the ruins and an oyster stop.★ 4.8 · 8 hours · from $108