
Why Island Hopping is the Best Stag Do & Hen Do Group Trip Idea
By Ryan Brown published on 26 September 2025
When you picture a stag do or hen do, you likely imagine the group laughing their faces off, dancing like crazy, jumping into wild activities, and coming out of it with lifetime memories. Instead, it often consists of sticky overcrowded clubs, questionable cocktails, planning chaos, and kissing your savings goodbye.
Whether you're the bride, groom, or in charge of figuring out the festivities, there's one big question: What should you do to avoid a stag or hen fail? If you want your last hurrah before the wedding (or just an excuse for a mates’ trip) to stand out, it’s time to ditch the clichés.
Vegas? Too far. Ibiza? Been there. Magaluf? Please, we’ve all seen the TikToks. These islands are numbingly overdone — there are far better destinations.
The new trend? Taking your whole crew out to sea for a week of island-hopping, sunset cheers, and parties that don’t stop when the bar closes. But parties that don’t feel sloppy, sweaty, crowded, and tiring at the same time. A sailing holiday is everything you want from a stag do or hen do — adventure, laughs, cocktails, music — but with better views and way better vibes.

What makes a sailing stag do or hen do so special?
Imagine this: Instead of having anxiety over planning, you drop a link into the group chat and the planning is done. Instead of queuing at a club, you’re sipping cocktails on deck while the sun sets over the Adriatic. Instead of being crammed into a single hotel room, your group has an entire yacht (with a skipper and optional host handling all the details). Instead of worrying about taxis, your transport is your floating home. Instead of having to spend heaps of money, you can BYO on the yacht.
A MedSailors island hopping trip gives you:
- Freedom: Explore a new island every day, from buzzing nightlife towns to secret coves.
- Built-in parties: From floating raft-ups with other yachts to seaside clubs where you dance until dawn.
- Relaxation: Day-after hangovers are better when you can dive into turquoise water straight from your yacht and sunbathe the day away.
- Group bonding: Nothing brings a crew together like secluded swim stops, awesome activities, smashing plates at a Greek taverna, or hitting a seaside club under the stars.

The best destinations for your stag do or hen do trip
Where you sail sets the tone for your trip — and MedSailors gives you all the good options to match your tempo and taste.
- Croatia Voyager Route: Think Hvar’s legendary ruin bars, fortress cocktail bars in Korčula, and hidden swimming spots to recover the next day. Perfect for groups who want nightlife and adventure in equal measure.
- Greece Athens Voyager Route: Packed with beach clubs, epic Greek discos (yes, bars literally on fire 🔥), and a finale where you smash plates like a local. Add in ancient ruins and island charm for a truly iconic send-off.
Both are sun-drenched, Instagram-worthy, and built for memories your crew won’t stop talking about at the wedding.

Cost-friendly for groups: why booking early pays off
Here’s the reality: stag dos and hen dos, bachelor and bachelorette parties can get pricey fast. Especially when you factor in flights, hotels, nights out, and extras. But a sail week with MedSailors often works out cheaper than a traditional “lads on tour” week — especially when you book early.
Your yacht doubles as transport and accommodation. You’ve got brekkie included, and BYO lunch and drinks, making it cheap as chips for daily meals. With an upgrade, lunches are sorted by your host if you book the Superior Catamaran. Plus, when you divide the cost between the group, it’s surprisingly affordable compared to multiple hotel rooms (with no kitchens) and nights of club entry.

Stag do / Hen do planning chaos? Not here…
We know, the thought of planning a stag or hen trip can seem like a bigger challenge than the Bermondsey beer mile. But we’ve got simple trip planning on lockdown, so you can literally click “book“ and be done.
Simple trip payments: Just a little over €100 per person locks in a whole yacht for 8-10 people. Once you book a yacht with us, you simply invite your mates to join, they pay their deposit and make their own payment instalments.
Planned, but not rigid: You want to be able to enjoy the celebration, amiright? Not having to worry about where to stay, how to get there, and keeping everyone together. MedSailors literally takes care of the hard stuff — amazing routes, your accommodation is the yacht, ample activities to jump on or not, and the best local recs from your Skipper and Experience leader. The only group variable left is just the flights, and what the themed outfit will be.

How flexible deposits and split payments make planning painless
Planning a stag or hen do with 8–12 people can be a nightmare. Someone always drops out, someone forgets to pay, and someone stresses about money. That also leaves one of you chasing people to tie up loose ends all the while trying to plan out what the group is actually going to do.
A group island-hopping trip makes it easy:
- Low flexible deposits secure your yacht now. (Psst, it’s only €1,000 down for a whole yacht to yourselves!)
- Flexible payment plans mean no one has to cough up the full amount straight away.
- Split payments take the stress out of chasing your mates — everyone can pay directly so you don’t have to handle the chaos of chasing payments.

Real talk: what to expect onboard (parties, sunsets, activities, & swimming stops)
This isn’t just a “booze cruise.” Your group will balance unforgettable nights out with epic days of island-hopping and optional activities:
- Raft parties where multiple yachts link up for music and swims.
- Cocktail bars and seaside clubs in hotspots like Hvar, Poros, or Korčula.
- Chill recovery mornings with paddleboards, snorkelling, or lounging in the sun.
- Unreal group dinners in tavernas where the staff bring out ouzo and the party keeps going.
It’s got all the energy of a classic stag or hen do — but with sunsets, swimming, and memories that go way beyond a pub crawl.

How to book your 2026 sailing stag or hen do with MedSailors
2026 feels far away, but the best yachts and routes sell out fast (especially for group bookings). Booking now means:
- Locking in Early Bird prices — the cheapest they’ll ever be.
- Securing your whole crew on the same yacht (and extra discounts!)
- Spreading the cost with flexible payment plans. (No dramas planning)
So skip the cliché. Make your stag or hen do legendary. Book today, save heaps, start your countdown!

Stag & Hen Do Sailing Holiday FAQs
What makes a sailing holiday a good stag or hen do idea?
A sailing stag or hen do combines adventure, nightlife, and relaxation. Unlike a city break, your yacht is both transport and accommodation, so your crew stays together while exploring new islands every day. You’ll enjoy raft parties, seaside clubs, sunset cocktails, and swimming stops — all in one trip.
Is Croatia good for a stag or hen do?
Yes! Croatia is one of Europe’s top stag and hen destinations, especially by yacht. Think Hvar’s legendary beach clubs, cocktail bars in Korčula, and hidden coves for recovery swims. It’s the perfect mix of nightlife and adventure.
Is Greece a good option for a stag or hen party?
Definitely. The Athens Voyager route offers beach clubs, late-night discos, epic Greek finales with plate smashing, and incredible food. Add in ancient ruins and stunning islands, and you’ve got a unique send-off for your group. A big plus is that Greece is one of the more budget-friendly destinations if that's an important part of your trip planning.
Is a sailing holiday just a booze cruise?
No — it’s much more. While you’ll have epic nights out, MedSailors' hopping tours balance parties with exploration, paddleboarding, snorkelling, cultural stops, and relaxed mornings on deck. It’s fun without being overwhelming.
How much does a sailing stag or hen do cost?
Costs vary by route and season, but sailing holidays are often cheaper than city stag weekends. Your yacht is both accommodation and transport, with breakfasts included and BYO drinks allowed. When the price is split between 8–10 people, it’s surprisingly affordable.
Can everyone pay separately for a MedSailors stag or hen trip?
Yes. Once the yacht is reserved, each person pays their own deposit and instalments directly through MedSailors. This means no one is left chasing payments, making planning much easier.
How do flexible deposits work for stag and hen groups?
Booking is simple: a low deposit (around €1,000 for the whole yacht) secures your trip. Each member then pays their share in flexible instalments. This allows groups to book early without paying the full amount up front.
When is the best time to plan a stag or hen do trip for 2026?
The earlier, the better. Booking in October 2025 means you’ll catch Early Bird discounts, get first choice of cabins, and secure the best summer dates before they sell out.
What are the best deals for Stag and Hen Do groups?
A stag or Hen Do that’s easy on the wallet? Yup. By booking together, you can grab a whole yacht for around a €100 deposit per person and pay later. On top of our current sale, you also get an extra 5% off when you book a whole yacht, which means more money for the fun stuff.
Plan the ultimate stag do or hen do trip today!
Our current sale grabs you up to 35% off to sail Croatia or Greece together in 2026, equalling hundreds of euros in savings for the party kitty. Book your trip today, pay later, and start the countdown to the celebration you’ll be raving about for years.
Island Hopping Sailing Tours