
Southern South Island Highlights 5-Day Small-Group Tour
Traveler rating
5.0/5
Based on 1 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Southern South Island Highlights 5-Day Small-Group Tour worth booking?
Southern South Island Highlights 5-Day Small-Group Tour is a 120-hour experience in Queenstown, New Zealand, from $1,910 per person. It scores 61 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 1 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 61 / 100
- Rating
- 5/5 (1)
- Duration
- 120 hours
- From
- $1,910 per person
Explore the stunning landscapes and unique wildlife of New Zealand's Deep South on a 5 day journey from Queenstown. This tour features a scenic ride on the historic Taieri Gorge Train, wildlife encounters on Stewart Island, and a cruise through the breathtaking Milford Sound, complete with lunch. Enjoy the dramatic cliffs and waterfalls of the Catlins Coast, stay in premium accommodations, and travel in comfort with small group luxury transport. Experience the best of New Zealand without the planning hassles, guided by passionate locals. - 5day loop tour from Queenstown, visiting Dunedin, Invercargill, and Milford Sound - Includes scenic Taieri Gorge Train ride and guided Ulva Island, Village & the Bay tours - All transportation and entrance fees covered, with hotel pick-up and drop-off - Relax in luxury accommodations and small-group settings for personalized experiences
What you get
About this experience
Explore the stunning landscapes and unique wildlife of New Zealand's Deep South on a 5 day journey from Queenstown. This tour features a scenic ride on the historic Taieri Gorge Train, wildlife encounters on Stewart Island, and a cruise through the breathtaking Milford Sound, complete with lunch. Enjoy the dramatic cliffs and waterfalls of the Catlins Coast, stay in premium accommodations, and travel in comfort with small group luxury transport. Experience the best of New Zealand without the planning hassles, guided by passionate locals. - 5day loop tour from Queenstown, visiting Dunedin, Invercargill, and Milford Sound - Includes scenic Taieri Gorge Train ride and guided Ulva Island, Village & the Bay tours - All transportation and entrance fees covered, with hotel pick-up and drop-off - Relax in luxury accommodations and small-group settings for personalized experiences
What's included
Included
- Booster seat
- Lunch on day 5 - Milford Sound cruise & picnic lunch
- Lunch
- Hotel pick-up and drop-off in Queenstown (select locations only)
- Four nights’ accommodation at Distinction Hotels (alternative hotels may be required)
Not included
- lunch on days 1, 2 & 4
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 20 minutes before departure.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Mon, Tue, Sun
- Group size
- Up to 15 travelers per booking
- Operated by
- Cheeky Kiwi Travel
Know before you go
- Public transportation options are available nearby
- Specialized infant seats are available
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
- The tour itinerary may operate in reverse depending on availability. You will be advised accordingly.
- Please allow up to 48 hours for us to confirm your booking. Once done we will be in touch with further details for each day of the journey.
- This package is made up of several small group day tours. You’ll join different scheduled tours each day, so your fellow travellers may change along the way.
- Operates in all weather conditions, please dress accordingly
- Guests can bring 1 large & 1 small piece of luggage each
- Dietary requirements must be advised at least 24 hours prior to departure, these cannot be changed of amended within 24 hours.
Photos






Traveler reviews
1 verified traveler reviews for Southern South Island Highlights 5-Day Small-Group Tour. Ratings and reviews provided by Viator and Tripadvisor.
Appreciate you guys !
We just finished a 5-day South Island trip with Cheeky Kiwi Travel, and it was absolutely amazing. A huge thank you to the whole team, and especially Jason and Colin , you truly made this trip unforgettable. You took us to the well-known We felt relaxed, looked after, and constantly surprised by how thoughtful the itinerary was. It was more than a tour , it felt like traveling with friends who genuinely wanted us to have the best experience possible. So grateful for the memories, the laughs, and the incredible time together. Highly recommend Cheeky Kiwi to anyone wanting a truly special South Island experience. Thank you again 🙏
via Tripadvisor
Good to know
- Duration
- 120 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Mon, Tue, Sun
- Price range
- $1,910 to $3,280
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- Verdict
- Solid Choice
Who runs this experience
Operated by Cheeky Kiwi Travel, who run 51 experiences we rank across 3 cities, with an average Outty Ranking of 75.5 and 5 in the 90+ Club.
See everything Cheeky Kiwi Travel runsWhy this scores 61
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Southern South Island Highlights 5-Day Small-Group Tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Queenstown.
How much does Southern South Island Highlights 5-Day Small-Group Tour cost?
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Prices start at $1,910 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Queenstown usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Southern South Island Highlights 5-Day Small-Group Tour take?
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Plan for about 120 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Queenstown is not rushed.
Is Southern South Island Highlights 5-Day Small-Group Tour worth it?
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It holds an Outty Ranking of 61 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 1 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Queenstown, and how flexible the cancellation terms are.
Can I cancel or reschedule Southern South Island Highlights 5-Day Small-Group Tour?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Southern South Island Highlights 5-Day Small-Group Tour suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 120-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Southern South Island Highlights 5-Day Small-Group Tour?
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Around 0 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Queenstown can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Queenstown and add a light layer if any part of the 120-hour experience runs outdoors or after sunset.
Where does Southern South Island Highlights 5-Day Small-Group Tour start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Queenstown within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Queenstown?
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On Outty we rank every Queenstown experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Premium Milford Sound Small Group Tour & Cruise from Queenstown, Milford Sound Premium Small Group Tour & Cruise from Queenstown, Lord of the Rings Scenic Half Day Tour from Queenstown. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Queenstown?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Queenstown?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
What is included in Southern South Island Highlights 5-Day Small-Group Tour?
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Included: Booster seat; Lunch on day 5 - Milford Sound cruise & picnic lunch; Lunch; Hotel pick-up and drop-off in Queenstown (select locations only); and Four nights’ accommodation at Distinction Hotels (alternative hotels may be required). Not included: lunch on days 1, 2 & 4. Always check the voucher for the final list before you travel.
Does Southern South Island Highlights 5-Day Small-Group Tour include hotel pickup?
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Yes, pickup is offered for every traveler from 30 listed pickup locations in and around Queenstown. Be ready about 20 minutes before the start time.
What languages is Southern South Island Highlights 5-Day Small-Group Tour offered in?
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It runs in English. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for Southern South Island Highlights 5-Day Small-Group Tour?
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Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
Is Southern South Island Highlights 5-Day Small-Group Tour wheelchair or stroller accessible?
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The operator notes: Specialized infant seats are available. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Southern South Island Highlights 5-Day Small-Group Tour if the weather is bad?
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This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.
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