Your starting point for unforgettable sailing adventures.
Sailing offers a different kind of freedom, the kind where you’re surrounded by nature all day, jumping into clear water whenever you feel like it, sharing moments with your favorite people and ending the day relaxing under the stars.
⛯ Guides
Easy-to-follow guides and helpful insights that walk you through the world of yacht charters, step by step.
⛱ Destinations
Discover the places that make sailing special, from charming coastal stops to island hideaways that captivate you.
⚖ Planning
Practical cost guides and planning insights that make budgeting your charter simple and stress-free.
Explore Greece
Greece – Complete sailing guide
Everything you need to plan a yacht charter in Greece – regions, weather, itineraries and tips.
Sailing the Cyclades Islands
Wind, adventure and iconic whitewashed villages.
Sailing the Ionian Islands
Calm seas, green landscapes and relaxed sailing.
Sailing the Dodecanese Islands
Historic harbors, open passages and authentic island life.
Sailing the Sporades Islands
Green islands, sheltered waters and nature-focused cruising.
Explore Croatia
Your gateway to unforgettable Adriatic sailing adventures
Croatia - Complete sailing guide
One of Europe's most accessible and rewarding charter destinations. Over 1,000 islands, well-developed marinas and one of Europe's most accessible sailing destinations. Discover the best time to sail, available yacht types, destinations, itineraries and practical info.
Sailing Central Dalmatia
Split, Hvar, Vis and Brač. The most established charter region in Croatia.
Sailing Istria & Kvarner
Croatia's most underrated region. Venetian towns, quiet islands and open Adriatic passages.
Sailing North Dalmatia
Zadar, Šibenik and the wild Kornati archipelago. Croatia's most dramatic sailing region.
Sailing South Dalmatia
Dubrovnik, Korčula, Mljet and Lastovo. Cultural depth and quieter anchorages.
First-time charterer guides
Everything you need to know before booking your first yacht charter, from choosing the right yacht and understanding costs to preparing for embarkation and avoiding common beginner mistakes.
How does yacht chartering work?
A complete step-by-step guide explaining the entire yacht charter process, from selecting your destination to boarding your yacht for the first time.
Read the guide →
How to choose a trusted yacht charter company
Learn how to compare charter companies and brokers, recognize trustworthy operators and book your holiday with confidence.
Read the guide →
Bareboat vs Skippered vs Crewed
Understand the differences between the three main charter types and discover which option best matches your experience and travel style.
Read the guide →
Choosing the right yacht size
Find out how to select the ideal yacht based on your group size, cabin requirements, comfort expectations and budget.
Read the guide →
First yacht charter: Expectations vs Reality
Know exactly what to expect before your first sailing holiday and avoid the common surprises many first-time charterers experience.
Read the guide →
Packing for your yacht charter
Discover what to pack, what to leave at home and how to prepare for a comfortable and stress-free week on board.
Read the guide →Learn more about each type of yacht
Learn more about each type of yacht in our in-depth guides. You can find out what each vessel is, where you can charter it, what it typically costs and its main advantages and limitations. Whether you're new to yacht charters or comparing options, this is your go-to space to understand what’s available and choose the yacht that suits your trip.
Motor Yachts
Fast, luxurious and ideal for covering long distances comfortably, motor yachts are perfect for travelers looking for premium amenities and flexible itineraries.
Monohull Sailboats
Traditional sailing yachts designed for a more authentic sailing experience, popular among experienced sailors and travelers who enjoy performance under sail.
Catamarans
Spacious, stable and comfortable, catamarans are ideal for families, groups and first-time charter guests looking for relaxed island-hopping adventures.
For inquiries, reach us at:
- Email: contact@upandsail.com
Want to hear when we publish new sailing guides or destination updates? Join our mailing list!