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At Personality Tours and Transfers, we take a different approach. Our tours feel more like reunions with an old friend you're meeting again, for the first time. Driver/guide Don sets the tone with his warm, friendly personality and sharp wit. You may laugh. A lot.
Complimenting Don's affable charm are his deep knowledge and obvious love of the island's history, culture and experiential gems, which he shares enthusiastically as he seamlessly morphs from sightseeing facilitator to life of the party to engaging history professor and back again.
Each tour is a unique experience shaped by mutual exchange as we host couples, families, and friends looking for an enjoyable, relaxed and enriching good time. No hustle, no hassle.
For the discerning traveler.
So come! Let us show you around St. Kitts, from Basseterre to Brimstone Hill and everywhere in between. Book with us today!
Ask for Don.
Not recommended for travelers with spinal injuries
Not recommended for pregnant travelers
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
For a full refund, cancel at least 24 hours before the scheduled departure time.
Berkeley Memorial
We will see the Berkeley Memorial, erected in 1883 and dedicated to the memory of Thomas Berkeley Hardtman Berkeley, a legislator and owner of various estates in St. Kitts. The structure contains a clock and drinking fountain. It was designed and produced by George Smith and Co of Glasgow, Scotland.
Independence Square
We will cruise past Independence Square, formerly Pall Mall Square, which was renamed on the 19th September 1983 to commemorate the birth of the new nation of St. Christopher and Nevis. Located on the eastern side of Basseterre bordering the community of Newtown, its' layout was designed to look like a Union Jack. Originally a pasture on the edge of town just east of Fort Street, in its' heyday as Pall Mall Square, the space found life as a market and gathering place for the enslaved Africans, offering some reprieve from the rigors of existence on the plantations.
Bottled water
WiFi on board
Air-conditioned vehicle
Hotel pickup and drop off
Caribelle Batik at Romney Manor
Brimstone Hill Fortress
Royal St. Kitts Hotel
Zenway Blvd Frigate Bay Caribbean
Timothy Beach Resort
Frigate Bay Caribbean
Koi Resort Saint Kitts, Curio Collection by Hilton
100 Koi Resort Drive Basseterre Caribbean
Marriott's St. Kitts Beach Club
858 Frigate Bay Road, Frigate Bay Caribbean
St. Kitts Marriott Beach Resort, Casino & Spa
858 Frigate Bay Road Frigate Bay Caribbean
Pickup included
Pickup included
25 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
Mariann S,19 thg 4, 2026
- Đánh giá từ Viator
Don was good ambassador for St. Kitt's. He met us on time as arranged past the cruise terminal. There were 4 of us and we were comfortable in his automobile. Don is engaging, knows the island well and spent plenty of time with us. We enjoyed our day with Don and would recommend him to anyone who likes a private tour with a guide who is from the area.
juliejS9915VN,9 thg 4, 2026
- Đánh giá từ Tripadvisor
After getting his card from our hotel receptionist and reading other reviews of Don's tours, we had to try it ourselves. And safe to say, we were not disappointed! Firstly, we were greeted warmly when contacting Don through Whatsapp, and it was clear we were in very good hands from the start. Don's easy going, fun and welcoming personality made us feel right at home from the beginning, and his knowledge of the island's history and its people were exceptional. All in all it was an amazing day (the best of our trip, our jaws hurt from laughing by the end), and we can only recommend taking a guided tour with "The Don"! Do yourself the favor, you won't regret it! A bonus info: Don is a great driver, and made us feel safe and comfortable during the whole tour. And if you want a fun story, ask him about "small boats and warships" ;-) Thank you for making this day truly memorable! With much love and laughter, Julie & Michael

Steven W,7 thg 4, 2026
- Đánh giá từ Viator
My family had a GREAT time with Don! We cruised out of Miami, and St. Kitts was by far the best stop -- that's 100% thanks to Don. I definitely recommend reaching out to him. Don is a great host, and he's very well connected on St. Kitts. Everywhere we went, people knew him, and he was able to connect us with some other great people on the island during our trip. Don's car was really nice too -- imported Japanese Toyota 8-seater. We had 4 adults and 2 kids, and everyone was really comfortable. Everyone in the car could hear Don when he was explaining the island to us too. I booked with Don in advance to save us time and stress when we got to the port. I also had a few questions before our trip, and he responded to me within a few hours (e.g. customizing the tour, getting cigar recommendations, confirming timing, etc). - Steven

Alan W,31 thg 3, 2026
- Đánh giá từ Viator
Our group had a great day with Don. Saw the sites of the island in a relaxed manner. Don is very knowledgeable about the island, and was fun to be with. You won’t regret this tour.
Meliss4,29 thg 3, 2026
- Đánh giá từ Tripadvisor
Don is an excellent guide with lots of stories about St Kitts. We enjoyed our morning with him and got lists of great pictures.



silvanah667,24 thg 3, 2026
- Đánh giá từ Tripadvisor
We had such a lovely, relaxed tour with Don—along with plenty of laughs! He was exactly what we were hoping for: a personal guide rather than being on a crowded bus with a dozen strangers. Communication was seamless via WhatsApp, and Don was incredibly attentive to every detail, from well-timed pit stops to perfect photo opportunities—truly above and beyond. We especially enjoyed learning about the island’s history while taking in the beautiful sights. The island itself is stunning, and the people are so warm and welcoming. We had an absolute blast—thank you for a wonderful experience!





Michael B,19 thg 3, 2026
- Đánh giá từ Viator
Don was informative, kind and respectful. He provided a quality experience while also ensuring we had safe & timely transportation. The only negative was a last minute schedule change, from AM to afternoon, the day before our tour date.
F8129NOjoeyg,18 thg 3, 2026
- Đánh giá từ Tripadvisor
Don was fantastic! He picked us up with no issues. He was also very communicative through the pick up and drop off process. He even texted us to make sure that we got toour final destination with no issues. I’d highly recommend Don!
Lynn C,13 thg 3, 2026
- Đánh giá từ Viator
This tour could have been an hour longer due to unforeseen traffic. While this did not reflect poorly on the tour, I wished I had a longer time with him. You won’t regret taking the tour, regardless of the length.
lyrand5,3 thg 3, 2026
- Đánh giá từ Tripadvisor
I have been coming to St Kitts for many years and have had the pleasure of travelling with many lovely tours and drivers, however, Don quickly became my favourite. He's incredibly reliable, communicative when there are any issues, super funny, insightful, smart, and kind. We were travelling around a lot during the week, and always called him to drive us around/pick us up, cause he was just that great. I will definitely be calling up Don again when we come to St Kitts as he was a joy to travel with. Thanks for everything, and particularly for the patience when our appointments went past our estimated pick up time, much appreciated!
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