For trusted, personal advice on sailing in New Zealand and the Bay of Islands in particular, you’re in exactly the right place. Sail Connections is based right here in the Bay of Islands. That gives us unique local knowledge and on-the-ground insight into this spectacular sailing region.

Our director, Robert Cross, is a lifelong sailor with over 30 years of global charter experience. He hass spent countless hours sailing these waters and knows every bay, anchorage, and nuance of the weather here. Robert’s practical expertise, combined with his deep connection to the area, ensures your Bay of Islands sailing holiday is based on real, first-hand advice.

Whether you're considering a bareboat, skippered, or fully crewed charter, Robert and the Sail Connections team are here to help you plan every detail. There’s no substitute for local knowledge—and with Sail Connections, you’re speaking directly to those who live and sail here.

Related FAQs

Why are there so few boats available for bareboat charter in the Bay of islands?

New Zealand and Australia share very similar maritime regulations that come with a high cost of compliance. Continue Reading...

Are there places we can dine ashore while on charter?

Yes the Bay of Islands has a variety of restaurants and bars that are easy to access while at anchor on charter. Continue Reading...

What types of boats are available to charter in the Bay of Islands?

You will find in the Bay of Islands a selection of well-maintained monohulls and catamarans in the 11–15 metre range, boats that are ideal for couples, families, or small groups. Continue Reading...

Do I need special permits or qualifications to charter a sailboat in New Zealand?

While you do not require advanced sailing qualifications for domestic New Zealand waters, you will need to show relevant sailing experience or qualifications for a bareboat charter. Continue Reading...

What can we do onshore in the Bay of Islands?

From historic Russell and Waitangi to the scenic walks of Urupukapuka Island, there’s plenty ashore to explore. Enjoy swimming, snorkelling, paddleboarding, or just relaxing in a quiet bay. Continue Reading...

What is the best time of year to sail the Bay of Islands?

The New Zealand summer months from December to March are the most popular for sailing holidays, offering warm daytime temperatures (20–30°C) and long daylight hours. Continue Reading...

Is the Bay of Islands suitable for bareboat charters?

Yes. For sailors with moderate experience, the Bay of Islands is a safe and enjoyable bareboat cruising ground. Continue Reading...

Where is the Bay of Islands and why is it ideal for sailing?

The Bay of Islands lies in Northland, New Zealand, about three hours north of Auckland - a sheltered maritime playground with over 140 islands.