Itinerary · South of Ireland

Updated 2026

5 Days in the South of Ireland: The Definitive Itinerary

Five days lets the South land properly. Two nights in Kenmare for the Ring of Kerry and Dingle, two nights in Kinsale for the harbour and West Cork, one transfer day with the English Market in Cork. No Dublin. No padding. The South is the trip.

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If you want the South of Ireland done right:

→ Fly into Shannon, out of Cork. The open-jaw is the trick.

→ Two nights in Kenmare, two in Kinsale, one transfer day in Cork.

→ Two bookings decide the trip: Sheen Falls Lodge and one Kinsale harbour-view room.

Route Overview

5 Days, Two Bases, One Open-Jaw Flight

  • Day 1: Land Shannon, drive to Kenmare, dinner at Sheen Falls.
  • Day 2: Ring of Kerry, counter-clockwise.
  • Day 3: Dingle Peninsula day-trip.
  • Day 4: Transfer day. Killarney to Cork via Blarney. English Market lunch. Kinsale by dinner.
  • Day 5: Kinsale harbour, Charles Fort, farewell dinner at Bastion.

Shannon in, Cork out. No drive over 90 minutes. The open-jaw is what makes this trip work in 5 days.

Cartography

5 Days, Two Bases, One Open-Jaw Flight

Plate I · The Route

Regions

3 stops

A cinematic plot of the journey. Tap a numbered pin to open the day, base hotel and stop.

You've landed at Shannon. Kerry is 2.5 hours south.

Land Shannon, Drive to Kenmare
01

Land Shannon, Drive to Kenmare

The fastest way into the South is the airport most Americans don't think of.

Quick Read

What this day is: Shannon arrival, drive south through Limerick to Kenmare, check in to Sheen Falls Lodge, early dinner.

Best way to do it: Pre-booked Shannon transfer with a stop at Adare for lunch.

What you'll remember: The first view of Sheen Falls from the hotel terrace, the river silver below.

Choose Your Path

Self-Drive

Rent at Shannon. M20 south, then N72 to Killarney, N71 to Kenmare. 2.5 hours.

Who it's for: Drivers who want the car for the next five days.

Trade-off: Jet-lag plus your first day driving on the left.

Guided Version· Recommended

Private transfer from Shannon to Kenmare with a lunch stop at the Adare Manor terrace.

Why it's better: Day one is the worst day to drive jet-lagged on Irish roads. The transfer becomes the arrival.

Trade-off: Higher cost. Right answer for the first day.

The Day

Morning

Aer Lingus into Shannon, lands around 9:30am. Pickup at arrivals. South via the M20.

Midday

Lunch at the Adare Manor terrace at 1pm. Garden plate, a glass of crisp white. Walk the village before continuing.

Afternoon

Through Killarney National Park on the N71. Ladies' View at 4pm, Moll's Gap at 4:30pm. Into Kenmare by 5pm.

Evening

Dinner at La Cascade inside Sheen Falls at 7:30pm. Tasting menu, paired wines, river-view table.

The Better Version of This Day

Shannon to Kenmare Private Transfer

Your driver-guide drives Shannon to Kerry weekly. Sequences Adare for lunch and Ladies' View for the first photo so you arrive at Sheen Falls unhurried.

Instead of fighting Irish roads on day one, you arrive at the country house already inside the trip.

Shannon pickup, Adare lunch, Killarney scenic drive, dropped at Sheen Falls by 5pm.

Reserve the Shannon transfer →

Signature Moment

The first view of Sheen Falls from the hotel's terrace. The river silver, the lawn down to the water, the trip already feeling earned.

Where You'll Eat

Where: Adare Manor terrace for lunch. La Cascade for dinner.

Order: Adare: garden plate, glass of white. La Cascade: tasting, paired wines.

When: Adare 1pm. La Cascade 7:30pm.

Skip: Killarney town dinners on arrival day. Stay at the hotel.

View restaurant guide

What People Get Wrong

Trying to do Dublin first. The South starts at Shannon and ends at Cork. Three days here is enough.

The Ireland Edit Take

River-view room at Sheen Falls, not Garden. Same price most dates. The river is the point.

AdareLadies' ViewSheen Falls Lodge

What We'd Book First

Three bookings decide this South trip. Lock these the week you confirm the open-jaw flights.

  • 1.Open-jaw flights: Shannon in, Cork out. Aer Lingus runs both. The open-jaw is the unlock that makes 5 days work.
  • 2.Sheen Falls Lodge, three nights, river-view room. Fills four months out for May to September.
  • 3.Perryville House in Kinsale, two nights, harbour-view bow-window room. Twelve rooms total. The bow-window is the room.

Kenmare in the morning light. The Ring opens up south to west.

Ring of Kerry, Counter-Clockwise
02

Ring of Kerry, Counter-Clockwise

The drive most people do backwards.

Quick Read

What this day is: Ring of Kerry from Kenmare, counter-clockwise, lunch in Waterville, Skellig view from St Finian's Bay.

Best way to do it: Private driver. The Ring is narrow and the coach traffic moves clockwise.

What you'll remember: The first view of the Skelligs from St Finian's Bay.

Choose Your Path

Self-Drive

Drive yourself, counter-clockwise from Kenmare. You will pass every coach. The road is tight.

Who it's for: Confident drivers ready for narrow Irish roads.

Trade-off: You drive when you want to look.

Guided Version· Recommended

Private Ring of Kerry tour from Kenmare. Bog Village, Valentia Island, Skellig Chocolate Factory, Waterville lunch.

Why it's better: The driver handles the coaches and knows the laybys for the photos.

Trade-off: More expensive than a rental.

The Day

Morning

Pickup at Sheen Falls at 9am. South on the N70 to Sneem, then west to Caherdaniel.

Midday

Lunch at the Smugglers Inn in Waterville at 1pm. Crab claws, glass of white, harbour table.

Afternoon

North to St Finian's Bay for the Skelligs view. Skellig Chocolate Factory. Back via Cahersiveen and Killorglin.

Evening

Back at Sheen Falls by 6pm. Casual dinner at the Oak Room or in Kenmare town at Mulcahy's. Live music after at Crowley's.

The Better Version of This Day

Ring of Kerry Private Tour: Bog Village, Valentia, Skellig

Your driver-guide drives the Ring counter-clockwise from Kenmare. Knows the laybys and the lunch stops the coaches don't reach.

Instead of fighting coach traffic on a tight road, you flow the whole way and stop at the views worth stopping for.

Hotel pickup, Bog Village, Valentia Island, Skellig Chocolate Factory, Waterville lunch.

Reserve the Ring of Kerry tour →

Signature Moment

Standing at St Finian's Bay, the Skellig Michael pyramid rising from the Atlantic, the first time you understand why pilgrims came here.

Where You'll Eat

Where: Smugglers Inn for lunch. Mulcahy's in Kenmare for dinner.

Order: Smugglers: crab claws, white. Mulcahy's: seafood plate, the wine pairing.

When: Smugglers 1pm. Mulcahy's 7:30pm.

Skip: Killarney town for dinner. Kenmare is twenty minutes closer and twenty times better.

What People Get Wrong

Doing the Ring clockwise. You spend the day in coach traffic. Counter-clockwise from Kenmare is the trick.

The Ireland Edit Take

Live music at Crowley's, not the hotel bar. Crowley's is the real Kenmare. Late finish, walk back to Sheen Falls in 20 minutes.

Skellig viewWaterville lunchMulcahy's

Yesterday was Kerry's headline. Today is the peninsula that should be.

Dingle Peninsula
03

Dingle Peninsula

The other Ring. Smaller, wilder, and most people miss it.

Quick Read

What this day is: Day-trip from Kenmare over the Conor Pass to Dingle, Slea Head Drive, Dick Mack's pint.

Best way to do it: Private four-hour Dingle tour from Killarney pickup point.

What you'll remember: Slea Head with the Blasket Islands offshore, the road dropping into the Atlantic.

Choose Your Path

Self-Drive

Drive yourself over the Conor Pass to Dingle, then Slea Head. The Pass is the highest road in Ireland.

Who it's for: Confident mountain drivers.

Trade-off: The Conor Pass in the rain is uncomfortable.

Guided Version· Recommended

Private four-hour Dingle Peninsula tour. Conor Pass, Dingle harbour, Slea Head, the Gallarus Oratory.

Why it's better: Slea Head Drive demands looking, not driving. A guide knows the laybys.

Trade-off: Higher cost. Right answer in any weather.

The Day

Morning

Pickup at 8:30am. Drive north over the Macgillycuddy's Reeks to Killorglin, then west to Castlemaine and Tralee.

Midday

Up the Conor Pass at 11am. Down into Dingle for harbour lunch at Out of the Blue.

Afternoon

Slea Head Drive at 2pm. Stop at Coumeenoole Beach, Gallarus Oratory at 3:30pm.

Evening

Pint at Dick Mack's at 5pm. Live trad. Back to Sheen Falls by 8pm. Late dinner at the Oak Room.

The Better Version of This Day

Dingle Peninsula Four Hour Private Tour

Your driver-guide drives Slea Head daily. Knows the Coumeenoole layby and which Dingle pub has trad on which night.

Slea Head from a guided car instead of a self-drive. You see the road instead of negotiating it.

Pickup near Killarney, Conor Pass, Dingle harbour lunch, Slea Head, Gallarus Oratory.

Reserve the Dingle tour →

Signature Moment

Slea Head at 3pm, the Blasket Islands offshore, a sheep crossing the road, the Atlantic far below.

Where You'll Eat

Where: Out of the Blue in Dingle for lunch. Oak Room at Sheen Falls for late dinner.

Order: Out of the Blue: whatever the chalkboard says. Oak Room: lamb, paired wine.

When: Out of the Blue 12:45pm. Oak Room 8:30pm.

Skip: Eating in Killarney town on the way back. Kenmare is the right ending.

What People Get Wrong

Picking the Ring of Kerry over the Dingle Peninsula. The right move is both, and Dingle is the better photo.

The Ireland Edit Take

Dick Mack's, not the Dingle Pub. Dick Mack's still has the leather-shop counter behind the bar. It's the real Dingle.

Conor PassSlea HeadDick Mack's

Kerry recedes. Cork opens the second half of the trip.

Kenmare to Kinsale via Cork
04

Kenmare to Kinsale via Cork

Transfer day. Blarney for the obligation, the English Market for the meal.

Quick Read

What this day is: Drive from Kenmare to Kinsale via Blarney Castle and the English Market in Cork.

Best way to do it: Private chauffeur for the day, drop at the Kinsale hotel by 4pm.

What you'll remember: An hour in the English Market, then dinner overlooking Kinsale harbour.

Choose Your Path

Self-Drive

Self-drive Kenmare to Kinsale, 2.5 hours with stops. Blarney is the touristy stop, the English Market is the meal.

Who it's for: Drivers who want flexibility.

Trade-off: Cork parking on a Saturday is a fight.

Guided Version· Recommended

Private chauffeur for the day. Blarney, English Market lunch, dropped at Kinsale hotel by 4pm.

Why it's better: Cork parking and Kinsale arrivals are both smoother with a driver.

Trade-off: Most expensive transfer of the trip.

The Day

Morning

Check out of Sheen Falls by 9:30am. East through Glengarriff, then north to Blarney by 11am. Kiss the stone or don't. The grounds are the point.

Midday

Into Cork by 12:30pm. English Market lunch at The Farmgate Café upstairs. Beef stew, brown bread, glass of porter.

Afternoon

South to Kinsale, 35 minutes. Check in to The Old Presbytery or Perryville House. Walk the harbour before dinner.

Evening

Dinner at Fishy Fishy at 7pm. Mussels, hake, glass of crisp Sauvignon. Pint at The Spaniard after.

The Better Version of This Day

Kenmare to Kinsale Private Transfer with Blarney & English Market

Your driver-guide drives the Kenmare to Kinsale route weekly. Sequences Blarney before the English Market lunch and handles the Cork parking.

A transfer day becomes the day. You arrive in Kinsale already inside the second half of the trip.

Hotel pickup, Blarney, English Market lunch, dropped in Kinsale by 4pm.

Reserve the Kerry to Cork chauffeur →

Signature Moment

An hour in the English Market. The fishmongers, the cheesemonger Iago, the cured-meat counter. Lunch upstairs at the Farmgate.

Where You'll Eat

Where: Farmgate Café inside the English Market. Fishy Fishy in Kinsale.

Order: Farmgate: beef stew, brown bread, porter. Fishy Fishy: mussels, hake, Sauvignon.

When: Farmgate 12:45pm. Fishy Fishy 7pm.

Skip: Eating at Blarney. Touristic and forgettable.

What People Get Wrong

Skipping the English Market. It's the most important food building in Ireland and you can have lunch above it.

The Ireland Edit Take

Harbour-view room at Perryville House. The room with the bow window. Coffee on the window seat at 7am is the Kinsale moment.

English MarketPerryville HouseFishy Fishy

Last day. Slow it down.

Kinsale Harbour & Farewell
05

Kinsale Harbour & Farewell

The harbour, the fort, the closing dinner.

Quick Read

What this day is: Charles Fort walk, harbour lunch, last-night dinner at Bastion, fly out from Cork.

Best way to do it: Self-guided. Kinsale is walkable.

What you'll remember: The view from Charles Fort back across the harbour to the old town.

Choose Your Path

Self-Drive

Walk to Charles Fort from town, 35 minutes along the harbour. Self-guided.

Who it's for: Walkers happy with a flat coastal path.

Trade-off: None. This is the right approach.

Guided Version

Optional Kinsale historic walking tour with a local guide, 90 minutes.

Why it's better: Context for the Battle of Kinsale and the Spanish history.

Trade-off: Skip if you'd rather have the morning slow.

The Day

Morning

Slow breakfast at Perryville. 9:30am start. Walk along the harbour to Charles Fort by 10:30am.

Midday

Walk back via Scilly. Lunch at Bastion at 12:45pm or oysters at Black Pig wine bar.

Afternoon

Shopping on Pearse Street and Market Quay. Granny's Bottom Drawer for the linen, Kinsale Crystal for the glass.

Evening

Dinner at Bastion at 7pm. Tasting menu, paired wines. Last drink at The Spaniard. Transfer to Cork Airport, 30 minutes, for the late flight or the next morning.

Signature Moment

Standing at Charles Fort star bastion, the harbour mouth below, the Atlantic past it. Then the same evening, the cheese trolley at Bastion.

Where You'll Eat

Where: Bastion for dinner. Black Pig for an oyster lunch.

Order: Bastion: tasting, paired wines. Black Pig: oysters, glass of muscadet.

When: Black Pig 12:45pm. Bastion 7pm.

Skip: Restaurants along the central waterfront. Pretty but mediocre. Bastion is a block back and twice as good.

What People Get Wrong

Skipping Charles Fort. The harbour view from the star bastion is the Kinsale photo most visitors miss.

The Ireland Edit Take

Book the Cork to US flight for the next morning, not the same night. A late evening at The Spaniard, a slow morning at Perryville, and you close the trip properly.

Charles FortBastionThe Spaniard

Experiences

Why open-jaw, not return.

A return into Shannon means a fifth day spent driving back to where you started. An open-jaw (Shannon in, Cork out) gives the fifth day to Kinsale instead. Same flight cost, twice the trip.

  • Shannon arrivals are 30 minutes faster than Dublin. Smaller airport, faster immigration. You're on the M20 within an hour.
  • Cork departures are 90 minutes from Kinsale. Drop the rental at Cork Airport, walk to the gate.

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