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Have you ever looked at a catamaran anchored off a beautiful island and thought, “I would love to do that someday”? Matt and I have spent decades thinking the same thing. After six nights sailing with More Sailing in the Caribbean, I can say with certainty that we do, in fact, love sailing! Now I can’t stop looking at where we could go next.
What surprised me most about More Sailing was the pricing. While browsing their 2027 trips, I found weeklong European sailing vacations starting around $1,400 per person on a monohull, a July catamaran sailing in Greece for about $2,300 per person, and an August sailing in Croatia on a 51-foot catamaran for roughly $2,900 per person.
Those examples include a skipper and host, breakfast, lunch, and drinks on board. Talk about a great deal! So, make sure to read until the end, where I share four sailing trips I would book right now!
More Sailing hosted our sailing trip for Matt and me. We paid for our other travel expenses. All opinions and experiences shared here are my own.
And you can book these sailing trips online! You don’t have to know how to sail or organize enough people to charter an entire boat. You can choose a trip for two, send the link to your friends, and see who wants to join you.
We sailed with More Sailing in the Caribbean, but their Croatia, Greece, and Sardinia itineraries really have my attention. I’ve visited all three destinations, and spending a week swimming, sailing, and exploring small coastal towns sounds like my kind of trip.
What Is a More Sailing Vacation?
More Sailing is a Swedish company offering sailing vacations with a skipper and host. Founded in 2009 on Sweden’s west coast, it now operates a fleet of around 60 boats and welcomed nearly 2,900 guests on its crewed trips in 2025.
Their motto, “Sailing trips for everyone,” makes sense once you start looking at the options. You don’t need sailing experience or enough people to fill an entire boat to enjoy this kind of sailing vacation!
You can book a single spot on a shared sailing, travel as a couple, or bring friends and family. They also offer private sailing trips if you want the whole boat to yourself.
The captain handles the sailing and route planning. Your host prepares meals on board, and the crew handles the dishes and helps keep the shared spaces tidy. You get to enjoy being on the water without being responsible for running the boat.
That part really appeals to us. Matt and I have talked about owning a catamaran and sailing around someday. After our recent sailing trips, we’ve realized how much we enjoy being guests! Owning and maintaining a boat involves a lot, and I’m happy to let someone else handle those moving parts.
Crewed Sailing Vacations With No Experience Needed
On a More Sailing trip, you can be involved in the sailing or simply enjoy the ride. Matt helped raise the sail multiple times on our Caribbean sailing trip, and another guest spent time at the helm with our captain.
I was usually happiest swimming or relaxing upstairs, watching the islands go by with the breeze in my hair. We both enjoyed this sailing vacation in our own way, which is priceless!
Our Caribbean Catamaran Cruise With More Sailing
Our October sailing trip was a special six-night media sailing round-trip from Grenada aboard a beautiful Fountaine Pajot Aura 51 catamaran.
Along the way, we visited Carriacou, Union Island, Mayreau, and Tobago Cays Marine Park. It was a wonderful introduction to sailing through this part of the Caribbean. The scenery ranged from green hills and palm-lined beaches to little strips of white sand surrounded by turquoise water. Even the stretches between stops gave us plenty to look at.
We also sailed past Kick ’em Jenny, an underwater volcano north of Grenada. That was an interesting detail to learn about as we made our way between islands!
On our cruise, we had 12 guests and two crew members on board. Our captain, Captain Morgan, handled the sailing, while our host, Ronja, prepared some wonderful meals.
A Typical Day on Our More Sailing Catamaran
Most mornings began with breakfast around 8:00 AM, followed by a briefing where we planned the day. Captain Morgan brought out a paper map and showed us our route as we talked through the day’s options and plans. We sailed in and out of Grenada, but spent most of our time in the Grenadines.
Like most, the itinerary on this Caribbean catamaran sailing trip stayed flexible, taking into account what guests wanted and needed. Most importantly, our captain considered the wind, weather, and available space to anchor or dock at a marina. Those morning conversations helped shape where we went and what we did, rather than following a fixed schedule.
Sometimes we had time to swim before leaving. Other days, we sailed to our next stop and got in the water around lunchtime.
Breakfast was served family style, with things like eggs, oatmeal, meats, cheeses, and freshly baked bread. Ronja made bread fresh most days for breakfast and even banana bread for afternoon snack. That bread was so good!
Lunches included a protein like beef, fish, or chicken, along with fresh salads and side dishes. My favorite lunch featured a big platter of fish on a bed of greens, finished with lemon, herbs, and sliced red onion. Bowls of salad and roasted vegetables filled out the table.
These fresh, colorful lunches were one of the things I really enjoyed about the trip. Each one was even better than the last. And it still surprises me to see the magic they work in that small kitchen!
Feet-in-the-Sand Dinners on Our Caribbean Sailing Trip
In the evenings, our captain coordinated dinners ashore. On several nights, we took the dinghy to a sandy beach and sat down together with our feet in the sand for a meal prepared by locals. Pulling up beside the other dinghies, with palm trees lining the beach and the lit boats out in the bay, made going to dinner part of the experience.
We would choose our meals earlier in the day, with options such as spiny lobster, chicken, ribs, or fish. Sides included things like grilled plantains, rice, and potatoes. It was casual, filling food in a setting that felt very much like a Caribbean vacation!
I ordered spiny lobster three nights in a row, and it was really good! It’s funny because on the first night, I posted a video of the lobster on the grill and said I could eat it every day. And I basically did!
Snorkeling With Sea Turtles in Tobago Cays Marine Park
Snorkeling with sea turtles in Tobago Cays Marine Park was one of my favorite parts of our Caribbean sailing trip. I love being in the water, and seeing those turtles made that stop especially memorable. Matt’s favorite experience was snorkeling along the reef nearby.
The warm Caribbean water was a huge part of the appeal for me. We could sit on the steps at the back of the catamaran, put on our masks, and slip straight into the sea. Some mornings started with a swim before we went anywhere. I loved having so many opportunities to get in the water throughout the trip. Captain called it “taking a bath”!
If swimming and snorkeling are the things you most look forward to on vacation, that is a good reason to consider a More Sailing Caribbean catamaran cruise. The water is much warmer in the Caribbean than other parts of the world, and time in the water was as much a part of the experience as the sailing itself.
We also had plenty of time to do very little. I loved stretching out on the upper-deck cushions, feeling the breeze and watching the islands go by.
Below us, the water changed from deep blue to bright turquoise near the beaches. You don’t need a packed schedule when that is the view!
How Much Does a More Sailing Vacation Cost?
The price depends on the destination, dates, boat, trip length, and any available offers, and they are surprisingly affordable!
I recommend spending some time clicking through actual More Sailing trips instead of stopping at the advertised fare. Because once you get to checkout, the price drops because they remove the flight and transfers for US guests, since you are on your own for those. This drops the price around $350-$500 in Europe and a whopping $1000+ for the Caribbean sailings.
So, if you are based in the United States, click BOOK TRIP on a sailing to see those airfare and transfer costs drop off, revealing an even lower price! Look at the final booking summary before comparing prices, and make sure you understand what you’ll arrange separately. The deduction varies by destination, and the Sweden sailings don’t have transportation discounts.
For example, I found a May 2027 monohull sailing in Greece for approximately $1,381 per person after removing flights and transfers. A July Greece sailing on a Bali 4.2 catamaran came to approximately $2,276 per person, or $4,553 for two. These prices are shockingly affordable for a weeklong Europe sailing trip!
The Croatia trip that caught my eye was August 6–13, 2027, aboard a Lagoon 51 catamaran. That example came to about $2,882 per person, or $5,765 for two, not including flights or transfers. If I did this sailing, I would fly in and out of Split and spend an extra 3-7 days on land, making it a perfect 10-14 day Croatia vacation.
Note that these are sample prices I checked in November 2026, converted from British pounds at approximately $1.347 per pound. Prices and availability can change, and your final U.S. dollar cost will depend on the exchange rate and which sailing you choose. Prices are subject to change. And if you no longer see a sailing mentioned here, it’s probably sold out!
What Is Included in a More Sailing Vacation?
For the Mediterranean and Caribbean examples discussed here, the sailing package includes a skipper and host, onboard accommodation, breakfast, lunch, and onboard drinks. The More Sailing price also includes bedding, a towel, and boat expenses such as port fees and fuel.
On our trip, we had beer, wine, soft drinks, and drinking water available. The drink selection was basic, but you are welcome to bring your own favorites if you would like. Next time I sail in Europe, I will probably pick up some Limoncello and a bottle or two of my favorite wines.
Dinner ashore is an additional expense on all More Sailing trips, as are your flights and transfers when you book without them. You’ll also want to budget for personal spending and any optional extras.
Our Caribbean dinner costs varied. One evening when we both ordered spiny lobster and drinks, the bill was $146 USD for two. Our final dinner at the marina in Grenada was $72 USD for two. These are examples from our trip, not a nightly budget for every destination. I think costs will be much lower in the European ports, as you explore and dine in smaller fishing villages with more dining options.
Want more Europe travel inspiration? Check out all of my Europe travel blog posts!
More Sailing Itineraries in Europe
This Caribbean sailing vacation gave us a chance to experience More Sailing for ourselves, and I 100% feel confident recommending it. But when I started looking at the European itineraries, I immediately began thinking about another trip.
Because as I said recently on Instagram, nothing makes me happier than small European coastal towns!
I’ve already visited Croatia, Greece, and Sardinia, so I know how much I enjoy these places. Spending part of each day on the water and part of it wandering around a coastal town is especially appealing to me. That said, we have set foot in the Mediterranean in almost every month, and it’s still pretty chilly in the Spring and brisk in early June. For the warmest Mediterranean water for swimming, sail July through September
Here are sample routes and possible stops that I would love to book with More Sailing. Itineraries stay flexible based on guests’ interests and needs, with the captain’s judgment about wind, weather, and available anchorage or marina space guiding the final plan. But most have a fairly consistent route!
Croatia Sailing Trips With More Sailing
Croatia would be at the top of my list. I fell in love with Komiža on Vis during our Adriatic sailing trip with Star Clippers, and I remember seeing the catamarans right in the harbors along the way.
Their Croatia trips operate in the Split area, with Trogir as a base for sample itineraries. Possible stops include islands such as Hvar, Vis, Brač, and Šolta, as well as the Pakleni Islands.
This is exactly the kind of trip where I would want to jump in the water during the day, then head into town for a walk and dinner. This is honestly my dream vacation! I can picture sending the booking link to friends and saying, “Who wants to come with us?”
I would also love to bring Abby and Jake. For our family, I’d look at two cabins, likely with Abby and me in one and Matt and Jake in the other, because at 15 and 17 they don’t like sharing a bed. Or better yet, let them bring a friend (at their own expense, of course). Or, bring my sister’s family, and they can room with their cousins!
Browse More Sailing’s Croatia trips!
Sailing the Greek Islands With More Sailing
More Sailing’s Greek itineraries explore the Ionian Islands, with departures in Preveza and Mytikas. Depending on the sailing, sample stops can include Lefkada, Meganisi, Ithaca, Kefalonia, and Kalamos, while other routes head toward Paxos, Antipaxos, and Corfu.
Because we recently watched The Odyssey, Ithaca especially caught my attention. I love the idea of swimming in a beautiful bay, sailing to another island, and spending the evening walking around a harbor before finding somewhere to eat.
More Sailing’s description of a typical day includes time in the evening to explore, shop, and enjoy local restaurants. That opportunity to get off the boat and wander is a big part of why these European trips appeal to me.
I am currently trying to convince Matt that we need to do one of these Greece sailings!
Browse More Sailing’s Greece trips!
More Sailing in Sardinia and Corsica
Sardinia is another destination I’ve visited and would love to explore more by water. More Sailing’s sample itineraries focus on northern Sardinia, departing from Cala dei Sardi near Olbia. This part of Italy is so beautiful!
Possible stops include the La Maddalena archipelago and islands such as Caprera and Spargi. Some sample routes also include southern Corsica, depending on conditions.
I found a September 24–October 1, 2027, sailing on a Lagoon 42 for approximately $2,667 per person, or $5,334 for two, without flights and transfers. If you live in the Northeast, check out Delta’s new direct flights from JFK and Newark to Olbia.
If you can find a good points-and-miles deal on those flights, this Sardinia sailing trip could be much more affordable than you might think. And we love using Thrifty Traveler Premium to find the best flight deals!
Browse More Sailing’s Italy trips!
More Sailing Trips in the Caribbean and Sweden
If you’re interested in snorkeling, sea turtles, and a tropical sailing vacation, the Grenada-based Caribbean trips are worth a look. Our experience gave us plenty of time in the water, with beautiful scenery between stops. In this area, More Sailing offers 12-day sailings, giving you plenty of time to relax and unwind while covering twice as much ground as our 6-day sailing.
More Sailing also offers monohull sailing trips along Sweden’s west coast. One example I found was approximately $1,441 per person, excluding flights. That would be a different type of trip, focused on the Swedish archipelago and coastal communities. Note that alcohol is not included on the More Sailing trips in Sweden.
Combine Your Europe Sailing Vacation With Time on Land
This might be my favorite way to plan one of these sailing trips. I would combine a roughly weeklong Europe sailing vacation with several nights on land to create a 10–14-day trip. That feels like a great balance of swimming, sailing, and exploring on our own.
In Croatia, that could mean sailing between the islands and then spending three to six nights in Split or Dubrovnik, depending on our flights and the exact sailing schedule. Sardinia would be another wonderful place to keep exploring after getting off the boat. You can take the train down to Sant’Antioco, where I visited earlier this year!
This way, you get time to settle into the destination, enjoy a hotel or apartment, and see places beyond the sailing route. Don’t tell Ariel, but you can actually have the best of both worlds!
Just confirm the actual boarding and disembarkation schedule before booking anything else. Some listed More Sailing trip durations may include travel days, so the number of days shown isn’t necessarily the number of nights you’ll sleep on the boat.
Planning Your More Sailing Catamaran Vacation
I really enjoyed the casual atmosphere on our More Sailing trip, but if you have never sailed for multiple days on a monohull sailboat or catamaran, it helps to picture it as glamping on the water. You have a crew, meals prepared for you, and beautiful places to wake up. You also have a compact cabin and the practical limitations of staying on a boat.
I don’t think I would call sailing a luxury vacation. It’s small vessel sailing!
What to Expect on a Sailing Trip
Our cabin had bedding, a tiny bathroom, a slim closet, and storage tucked at the foot of the double bed. It was a compact space, so packing lightly helped. For a sailing trip, you almost always want to pack soft-sided duffle bags instead of hardshell suitcases.
The air-conditioning schedule depended on the generator and often shut off during the day, so our room got hot. I spent most of my time outdoors, especially on the upper deck where we had more airflow.
You should also expect to spend plenty of time around the other guests. There were different places to sit and relax, but this is still a shared boat. Of course, if you are traveling with friends and family, it’s even more fun! That said, I think the people who enjoy sailing trips like this tend to enjoy each other. It’s not unusual for people to leave a More Sailing trip with new friends and future sailing buddies!
Wind, weather, power, and water all affect daily life on a sailing trip. A little flexibility and a positive attitude make it much easier to enjoy the experience!
Choosing a Monohull Sailboat or Catamaran
More Sailing offers both traditional monohull sailboats and catamarans. Some of the lowest prices I found were for monohulls, so pay attention to the boat listed beside the fare.
Personally, Matt and I would look for a catamaran with several places to spread out. We’ve sailed on 51-foot and 60-foot catamarans, and I really appreciate having different outdoor areas to enjoy.
Upper-deck seating is especially important to me. I spent so much time up there on this trip as well as up on the net. Models I would personally look at include the Lagoon 51 and Fountaine Pajot FP44. The Bali 4.2 and FP41 also have elevated lounging areas, though the layouts and space differ.
Look through the boat photos and floor plans, and check the guest count. Those details tell you more than the boat’s length and price point alone!
Booking a Shared Sailing Cabin or Traveling With Friends
What makes More Sailing incredibly unique is that you can also book just one spot in a shared cabin and be paired with someone you don’t know. That makes these sailing vacations more accessible to solo travelers and adventurers who want to get on board without finding a travel companion.
Yes, you read that right!
Personally, sharing a cabin, and potentially a double bed and bathroom, with a stranger would be outside my comfort zone. But I think of it a little like choosing basic economy when flying, which I also never do for many reasons. Different people have different priorities and are comfortable with different travel trade-offs. If you’re happy to share, it could be a way to take a sailing trip on your own.
For Matt and me, I would just book for the two of us, knowing we will share a cabin and a bed. If you’re traveling with friends, reach out to More Sailing before booking to make sure you can all be placed on the same boat.
With so many departures in Greece and Croatia, choosing the same destination and dates doesn’t necessarily mean you’ll sail together, since they have many boats in those areas.
Each couple can still make their own reservation, so nobody has to front the money. Trying to coordinate four other couples to commit and pay for a trip is a lot of risk. I like this because you can leave that part to each couple, and if they don’t book in time or want to cancel, that’s on them!
As I mentioned above, just coordinate the boat assignment with More Sailing first. If you have a larger group or want the boat to yourselves, consider a private sailing trip instead.
What I Would Pack for a Sailing Trip
Soft luggage is always best for sailing! For this trip, we checked this large duffel bag from Target, and each of us brought our standard Amazon travel backpack. Storage is limited, so I would avoid assuming there will be room for a large hard-shell suitcase. My travel essentials also vary from trip to trip.
You also will spend most of the trip barefoot, so don’t overpack shoes. A pair of water-friendly shoes like flip-flops or Birkenstock EVAs are great to pack. I would travel in your tennis shoes for walking in town or hiking outings.
We lived in swimsuits and cover-ups during the day, then changed into casual clothes for dinner. On a sailing trip, it’s key to pack comfortable pieces that dry quickly. You truly do not need fancy outfits!
I’d also bring a refillable water bottle, sun protection, a portable charger, the right plug adapter if necessary, and quick-drying beach towels.
The plug adaptor may not be something you think of at first! Our Aura 51 catamaran for this trip had euro plugs, so I brought the universal plug adaptors I take on all trips, and they worked perfectly.
We brought two Dock & Bay towels and used them throughout the trip. I’d pack an extra (probably 6 total) next time, since we only had one white bath towel each for this trip, and it got stinky by the end of the week.
Always find out if any water activities or gear are included. For this trip, we were told to bring our own snorkeling gear. We picked these snorkels up from Amazon, and they were great. Next time, we would also bring a defogger for the face masks.
I brought my DJI Neo 2 drone, which I used for some of the footage from this trip. It was a fun way to capture the boat and scenery from another perspective. If you are looking for a great gift idea for travel lovers, I highly recommend this. It’s super easy to use and under $260!
4 More Sailing Catamaran Trips I’d Love to Book
If I were browsing for another sailing vacation right now, these are five options I would look at in Europe and the Caribbean! But the More Sailing website currently offers over 400 sailing trips. These are just a handful that caught my eye as trips I would love to take or that you should check out.
Note that the prices below are approximate U.S. dollar conversions for the listed 2027 departures and exclude flights and transfers.
#1 Croatia Catamaran Sailing on a Lagoon 51
August 6–13, 2027 | About $2,882 per person or $5,765 for two
This most closely matches what I would want to book: Croatia, summer swimming, and a 51-foot catamaran with upper-deck seating. The listing accommodates 12 guests.
#2 A Summer Greece Sailing Trip on a Bali 4.2
July 11–18, 2027 | About $2,276 per person or $4,553 for two
This eight-guest catamaran stood out for its summer pricing. It also has elevated lounging space, making it an option I’d explore if I wanted a lower price than the larger Lagoon 51. Great if you want to book two rooms and take the kids, which I am really considering
#3 Greek Island Sailing on a Fountaine Pajot FP44
September 26–October 3, 2027 | About $2,808 per person or $5,617 for two
The FP44 is another catamaran model I’d look for because of its upper lounge. This departure lists eight guests. For a later-season trip, it’s great for a girls’ trip or couples trip while the kids are in school. The water will still be warm enough for swimming, with the sea around 76-78 degrees.
#4 A Caribbean Catamaran Cruise on an Aura 51
March 18–30, 2027 | About $4,748 per person or $9,496 for two
For a longer tropical sailing vacation, I’d look at More Sailing’s Caribbean trips from Grenada, which is what I did. This Aura 51 is the same model we sailed on, with the upper-deck space I loved and room for 12 guests. These dates do overlap much of Spring Break, which is typically a much more expensive time to cruise.
How to Book a More Sailing Vacation Online
Start with the More Sailing trip search, choose your destination and dates, and compare the boat options.
Once you find one you like, review the cabin arrangements, inclusions, departure marina, and transportation selection. Check the final price and payment terms before completing your reservation online.
That simple booking process is a big part of the appeal for me. I can find a trip that fits our plans and send friends the link to see if they want to join us. Of course, before anyone books separately, we’d contact More Sailing to confirm space together on the same boat. Then each couple could handle its own reservation.
I can also see so many of these sailing trips being so fun for a girls’ trip or a sailing vacation with teens. And you don’t have to wait until you have a whole boat’s worth of people committed before you start looking.
After our Caribbean trip, I know how much I enjoy waking up on the water, swimming between stops, and letting someone else handle the sailing and cooking. Add Croatia’s little harbor towns or the Greek islands, and I’m already tempted to book another one!
Which would you choose: Croatia, Greece, Sardinia, Sweden, or the Caribbean?
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