Got questions?
Greg's got answers.

Use the tour planner on the homepage — it takes about 2 minutes to fill out your wishlist and send it directly to Greg via WhatsApp, text, or email. Or skip the form entirely and just text him at +1 (441) 591-8807. He'll ask what you want to do and take it from there.

Greg drives as many tours as he possibly can — it's his name on the business and he loves the work. But he's one man, and on busy cruise days there are more bookings than there are hours. When Greg can't take a tour himself, it goes to a driver he knows personally and trusts with his name.

Either way, you'll know who's picking you up before the day — never a surprise on the morning. And if it matters to you that Greg drives you personally, just say so when you book and he'll tell you straight whether he can.

The earlier the better, especially during cruise season. That said, Greg is flexible — if he's available, he'll take same-day bookings. Cruise passengers in particular sometimes message him the morning their ship docks. If you can, reach out a few days ahead to lock in your date.

Not at all. Greg works with everyone — cruise passengers spending a day on the island, travellers flying in and staying at hotels or Airbnbs, and visitors who want him as their personal driver for multiple days. If you're in Bermuda or on your way, he can make something work.

Yes — this is one of Greg's favourite types of booking. Having him as your personal driver for a full trip means a different part of the island each day, local knowledge that builds as he gets to know what you love, and the freedom to explore at your own pace. Reach out via the General Enquiry tab on the planner and he'll work out the details with you directly.

Cruise excursions put 20–30 strangers on a coach following a fixed script. With Tour 1660 it's 100% private — just your group, at your pace, doing exactly what you want. No script, no rushing, no waiting for other people. Greg is a certified Blue Flag guide and a former police officer whose family has been connected to Bermuda's roads for four generations. There is no comparison.

Completely customised. There is no fixed route. You tell Greg what you want to see and do, he plans the best order and pacing, and then the day is yours. Want to spend an extra hour at the lighthouse? Done. Decide you'd rather skip the caves and go cliff jumping instead? No problem. It's your tour.

That's one of the things people mention most in reviews. Greg was born here and has spent most of his life on this island — he knows roads, viewpoints, beaches, and restaurants that aren't in any guidebook, and the drivers he works with are Bermudian too. The best fish sandwich on the island, cliff jumping spots only locals know, a sunset viewpoint that isn't on any tour map. You won't get that from a coach excursion.

Tours run from 4 hours (a half day) up to 10 hours (a full day). Most people doing a full island loop with stops for food, sightseeing, and a beach go for 6–7 hours. Greg will advise on timing once he knows your wishlist.

Always. Getting cruise passengers back before departure is the first priority — it's built into how Greg plans the day from the start, with buffer time included. You can give him your all-aboard time and forget about it.

For cruise passengers, your driver meets you dockside at the Royal Naval Dockyard — sign in hand with your name on it, right on time. For hotel and Airbnb guests, pick-up is wherever you're staying. For airport arrivals, at the terminal. Just tell Greg where you'll be and it's sorted.

Greg's own private taxi is a black Toyota Alphard — comfortable, air conditioned, and seats 1–6 passengers. The mini bus is a white Toyota HiAce — spacious, fully air conditioned, and seats 6–13. If one of our other drivers takes your tour, you'll be in their own licensed taxi, held to the same standard: clean, air conditioned and comfortable. Larger groups always travel in the mini bus.

Yes. Our vehicles are comfortable for elderly passengers and Greg is experienced at pacing tours around people with mobility considerations. If anyone in your group has specific mobility needs, mention it when you get in touch and Greg will make sure everything is sorted.

Absolutely. The mini bus has room for a stroller and Greg is used to touring with young families. He's great with kids — patient, entertaining, and knows which stops work well for families.

Up to 13 people in the mini bus, or up to 6 in the private taxi. If your group is larger than 13, get in touch and Greg will discuss options.

Greg doesn't publish his rates — pricing depends on your group size, how long you want to tour, and what you want to do. Use the tour planner on the homepage to send Greg your wishlist and he'll reply with a full personalised itinerary and quote. No obligation, no pressure.

Some attractions have their own entry fees — Crystal Caves is the main one. Greg will flag these upfront when he sends your quote so there are no surprises. Food, drinks, and any activity fees are separate and paid by you on the day.

Cash and major credit and debit cards. USD and Bermuda dollars are equal in value, so US cash works perfectly.

No international calls needed. Just text or WhatsApp Greg at +1 (441) 591-8807 — it works worldwide. Or use the tour planner on the homepage. You can also email gregorywales@yahoo.com.

Sunscreen, comfortable shoes, a swimsuit if you're planning on swimming or cliff jumping, and some cash for food and attraction entry fees. The vehicle is air conditioned so you won't need to worry about the heat when you're driving between stops.

Bermuda's weather can be unpredictable. Greg knows the island well enough to adapt — if a beach isn't ideal, he'll suggest alternatives that make the most of the day. Get in touch with Greg directly if you have concerns about a specific date.

Tipping is never expected but always appreciated. If your driver gave you a great day — and based on the reviews, that's usually how it goes — a tip is a lovely way to say thank you. There's no standard amount; whatever feels right is right.