-
A Naples Double Header Next Summer: Italy by Sail and America’s Cup 2027
Naples is gearing up for one of the most spectacular sporting events in the world — the 38th America’s Cup culminating in July 2027. For sporting enthusiasts the event presents a rare opportunity to combine the excitement of elite yacht racing with a classic Mediterranean sailing holiday through one of Italy’s most beautiful cruising regions.
-
A Personal Pledge of Support for New Caledonia
New Caledonia has always had great appeal for our New Zealand and Australian clients, most of whom are just a 3-hour flight from being on a boat in the tropics and escaping winter. Unfortunately, due to the ongoing political situation there, the longstanding yacht charter base will be closing at the end of 2026. It will be sadly missed.
-
The Ultimate Way to Experience America’s Cup 2027: on an Italian Sailing Holiday
Discover the best way to experience the America’s Cup 2027 in Naples. Combine world-class racing with sailing Capri, Amalfi & beyond, with expert personal advice from Sail Connections.
-
A Sailing Charter vs a Resort Stay: Comparing the Costs
Mixing vacation nights between resort stay and yacht charter is a frequent discussion point among our travellers. So we decided to do an exercise on the cost implications of both options. To us at Sail Connections, the benefits of a sailing charter speak for themselves.
-
Making the Most of a Remarkable Sailing Destination: The Society Islands
What truly defines a great sailing holiday experience is how well the charter is planned and structured around what you want from your time on the water.Nowhere is this more evident than in the Society Islands of French Polynesia, a sailing holiday destination we at Sail Connections know so well.
-
Why Our North American Clients Trust Sail Connections
NZ-based yacht charter experts trusted by sailors from USA and Canada. 30+ years’ experience, global reach, and personalised service to North America.
-
Gulet vs Catamaran: Which Charter Boat Is Right for You?
Compare gulets and crewed catamarans in the Mediterranean. Find the right yacht for your group, comfort level, and sailing style.
-
The Gulf of Thailand: Warm-Water Chartering from Koh Samui & Koh Chang
Get away on a bareboat yacht charter in Thailand’s Gulf. Sail from Koh Chang (October–April) or Koh Samui (May–August).
-
Experience the 2027 America’s Cup by Yacht Charter
Be part of the 2027 America's Cup preliminary regattas and the final in Naples. Discover how a Mediterranean yacht charter lets you experience this iconic sailing event up close.
-
For Charter, the Turkish Gulet is Better than Ever
Stylish new Gulets are redefining yacht charters in Turkey and beyond, blending tradition with modern luxury for group sailing holidays.
-
Our Guarantee: More Than Just Price Matching
<p>A message from our Director Robert Cross:</p> <p>At Sail Connections we are proud of our record as a brand that has continuously traded for 45 years. Maintaining an enduring business means staying true to what we do and delivering the very best sailing holiday experience, building loyalty through trustworthiness.</p>
-
Sailing Between US VI, British VI and Spanish VI
Step-by-step guide to current regulations for sailing between the British Virgin Islands and US Virgin Islands, and the US Virgin Islands and Spanish Virgin Islands.
-
A Short History of Chartering in Bay of Islands, NZ
Once home to over 40 bareboat charter yachts, the Bay of Islands stood proudly among the world’s sailing destinations. Kiwis and visitors alike could explore this subtropical paradise aboard locally managed fleets. Times have changed.
-
Getting to Vava'u, Tonga for your Sailing Holiday (2025)
Your 2025 guide to getting to Tonga—international flights, Fiji to Vava‘u direct service, domestic Saab 340B airlink from Tongatapu and ferry option via Haʻapai.
-
Why a Lot of Itinerary Advice Misses the Mark for Sailing Holidays
Learn why many bareboat sailing itineraries found online can be misleading, and how first-hand advice makes all the difference.
The Sail Connections Guarantee
One contact - every option - advice you can trust.
- Matching any competitive offer like for like
- Sourcing boats with discounts available
- Personalising our proposal just for you
- Qualifying the operator as well as the boat
- Advising without bias based on 25+ years of experience
- We do more than just book yachts!
We will match any like-for-like discount website offer on charter boat price, while maintaining our customary high level of service.
Get in Touch