10 Trips Found

Small Ship Cruising & Sailing

Great trips that float.

Explore the frozen beauty of Antarctica and the Arctic aboard an expedition ship, or sail the sun-kissed islands of Thailand, the Galapagos, Greece and Croatia from our small, exclusive yachts.

Your Selections: (clear all)

Filter Trips By...

Custom Date Range
Departs After
to
Departs Before (Return Departure)

Choose a custom date range by clicking two dates from the calendars.

Price Range (USD)

Service Level

Croatia Sailing Adventure - Dubrovnik to Split (ECVD)

Europe Croatia

Whether you're looking for relaxed afternoons lazing on the deck of a yacht or time to indulge in the nightlife, this Croatian cruise aims to please. Embark in lovely Dubrovnik and discover charming villages as you sail from island to stunning island on a small yacht. The emphasis is on connecting with the country and culture and you'll fall in love with this region's beauty on hikes to castles and waterfalls. Toss in beach barbecues and snorkelling and you have an incredible and affordable island getaway.

Highlights: Discover secluded islands and deserted beaches, explore Korčula- the birth place of Marco Polo, wander the forested paradise of Mljet National Park, connect with history at Diocletian's Palace in Split.

8 days
From $1399 USD
Trip Style:
Small Ship Cruising & Sailing
Trip Type:
Small Group
Service Level:
Standard
Physical Grading:
2

Croatia Sailing Adventure - Split to Dubrovnik (ECVS)

Europe Croatia

Whether you're looking for relaxed afternoons lazing on the deck of a yacht or time to indulge in the nightlife, this Croatian cruise aims to please. Discover charming villages and stunning scenery as you sail from Split to Dubrovnik on a small yacht. The emphasis is on connecting with the country and culture and you'll fall in love with this region's beauty on hikes to castles and waterfalls. Toss in beach barbecues and snorkelling and you have an incredible and affordable island getaway.

Highlights: Connect with history at Diocletian's Palace in Split, discover secluded islands and deserted beaches, explore Korcula—the birthplace of Marco Polo, wander the forested paradise of Mljet National Park, sail into the ancient port of Dubrovnik—'the Pearl of the Adriatic'

8 days
From $1050 USD
Was $1399
Promotions Available!
Trip Style:
Small Ship Cruising & Sailing
Trip Type:
Small Group
Service Level:
Standard
Physical Grading:
2

Greek Islands Sailing Adventure (Mykonos to Santorini) (GVMS)

Europe Greece

A yacht adventure is the ideal way to experience what many consider the world's most beautiful islands: the Greek Islands. Sail 8 days aboard our 15m (50-ft.) yachts, with time for hiking, snorkelling and relaxing. Explore ancient archaeological sites and taverna-lined harbours, dine on fresh seafood and don't forget to try the ouzo!

Highlights: Explore the beautiful southern Cyclades by sailboat, stop at small off-the-beaten-path islands along the way, relax on white-sand beaches, try your hand at sailing (or just relax on the deck), stroll through local villages and sample traditional Greek food and wine

8 days
From $1190 USD
Was $1399
Promotions Available!
Trip Style:
Small Ship Cruising & Sailing
Trip Type:
Small Group
Service Level:
Standard
Physical Grading:
2

Greek Islands Sailing Adventure (Santorini to Athens) (GVSA)

Europe Greece

A yacht adventure is the ideal way to experience what many consider the world's most beautiful islands: the Greek Islands. Sail for up to 15 days aboard our 15m yachts, with time for hiking, snorkelling and relaxing. Explore ancient archaeological sites and taverna-lined harbours, dine on fresh seafood and don't forget to try the ouzo!

Highlights: Relax on white sand beaches and swim in brilliant turquoise water, test your hand at sailing or just relax on the deck, wander through whitewashed villages, taste traditional Greek food and wine, hike to spectacular viewpoints

15 days
From $2499 USD
Trip Style:
Small Ship Cruising & Sailing
Trip Type:
Small Group
Service Level:
Standard
Physical Grading:
2

Maldives Dhoni Cruise (AFMS)

Asia Maldives

White sands, blue skies and crystal-clear waters—cruise the extraordinary islands of the Maldives by traditional dhoni. Experience the turquoise lagoons and perfect beaches that make these islands famous. Learn the local way and dive the spectacular corals of the Indian Ocean. Every day offers relaxing sea breezes and countless photo opportunities. Indulge yourself in this tropical paradise.

Highlights: Cruise through some of the world's most beautiful islands, uncover isolated beaches, explore small fishing villages, swim and snorkel the vibrant coral reefs of the Indian Ocean, savour local cuisine

7 days
From $1499 USD
Trip Style:
Small Ship Cruising & Sailing
Trip Type:
Small Group
Service Level:
Standard
Physical Grading:
2

Greek Islands Sailing Adventure (Athens to Mykonos) (GVAM)

Europe Greece

Our 15m exclusive yacht is the perfect way to see some of the most beautiful islands in the world. This 8-day adventure takes you from the Greek capital, Athens to the famous island of Mykonos. Relax in the sun or try your hand at sailing as your experienced skipper guides you through deserted bays and famous archaeological sites. You will have plenty of time for hiking, snorkelling, exploring and relaxing before digging into some local seafood.

Highlights: Relax on white-sand beaches and swim in brilliant turquoise water, try your hand at sailing (or just relax on the deck), wander through whitewashed villages, taste traditional Greek food and wine

8 days
From $840 USD
Was $1399
Promotions Available!
Trip Style:
Small Ship Cruising & Sailing
Trip Type:
Small Group
Service Level:
Standard
Physical Grading:
2

Greek Islands Sailing Adventure (Athens to Santorini) (GVAS)

Europe Greece

A yacht adventure is the ideal way to experience what many consider the world's most beautiful islands: the Greek Islands. Sail for up to 15 days aboard our 50-foot yachts, with plenty of time for hiking, snorkelling and relaxing. Explore ancient archaeological sites and taverna-lined harbours, dine on fresh seafood and don't forget to try the Ouzo!

Highlights: Testing your hand at sailing or just relaxing on the deck, wandering through white washed towns and ancient villages, exploring local food and wine

15 days
From $2499 USD
Trip Style:
Small Ship Cruising & Sailing
Trip Type:
Small Group
Service Level:
Standard
Physical Grading:
2

Greek Islands Sailing Adventure (Mykonos to Athens) (GVMA)

Europe Greece

Our 15m exclusive yacht is the perfect way to see some of the most beautiful islands in the world. This 8-day adventure takes you from the famous island of Mykonos to the Greek capital, Athens. Relax in the sun or try your hand at sailing as your experienced skipper guides you through deserted bays and famous archaeological sites. You will have plenty of time for hiking, snorkelling, exploring and relaxing before digging into some local seafood.

Highlights: Exploring the Aegean Sea, enjoying the nightlife of Mykonos, marvelling at the Cyclades Islands, discovering historic ruins in Athens.

8 days
From $1399 USD
Trip Style:
Small Ship Cruising & Sailing
Trip Type:
Small Group
Service Level:
Standard
Physical Grading:
2

Greek Islands Sailing Adventure (Santorini to Mykonos) (GVSM)

Europe Greece

A yacht adventure is the ideal way to experience what many consider the world's most beautiful islands: the Greek Islands. Sail for eight days aboard our 15m (50-ft.) yachts, with time for hiking, snorkelling and relaxing. Explore ancient archaeological sites and taverna-lined harbours, and dine on fresh seafood.

Highlights: Relaxing on white sand beaches and swimming in brilliant turquoise water, testing your hand at sailing or just relaxing on the deck, wandering through whitewashed villages, tasting traditional Greek food and wine

8 days
From $1399 USD
Trip Style:
Small Ship Cruising & Sailing
Trip Type:
Small Group
Service Level:
Standard
Physical Grading:
2

Greek Islands Sailing Adventure (Santorini to Santorini) (GVSS)

Europe Greece

A yacht adventure is the ideal way to experience what many consider the world’s most beautiful islands—the Greek Islands. Sail aboard our 15m (50-ft.) yachts, with time for hiking, snorkelling and relaxing. Explore ancient archaeological sites and taverna-lined harbours, dine on fresh seafood and don’t forget to try the ouzo! This 10-day round trip from Santorini will give you the chance to explore some of the treasures of the Greek Islands.

Highlights: Sail through the pristine waters of the Greek Islands aboard a yacht, capture the ultimate Greek snapshot on Santorini, wander through whitewashed villages on Paros, enjoy the party on Mykonos, discover Venetian architecture on Naxos

10 days
From $1799 USD
Trip Style:
Small Ship Cruising & Sailing
Trip Type:
Small Group
Service Level:
Standard
Physical Grading:
2
Trip Length Style Service Level Starting Price
Croatia Sailing Adventure - Dubrovnik to Split (ECVD) 8 days Small Ship Cruising & Sailing Standard
From $1399 USD
Croatia Sailing Adventure - Split to Dubrovnik (ECVS) 8 days Small Ship Cruising & Sailing Standard
From $1050 USD
Was $1399
Promotions Available!
Greek Islands Sailing Adventure (Mykonos to Santorini) (GVMS) 8 days Small Ship Cruising & Sailing Standard
From $1190 USD
Was $1399
Promotions Available!
Greek Islands Sailing Adventure (Santorini to Athens) (GVSA) 15 days Small Ship Cruising & Sailing Standard
From $2499 USD
Maldives Dhoni Cruise (AFMS) 7 days Small Ship Cruising & Sailing Standard
From $1499 USD
Greek Islands Sailing Adventure (Athens to Mykonos) (GVAM) 8 days Small Ship Cruising & Sailing Standard
From $840 USD
Was $1399
Promotions Available!
Greek Islands Sailing Adventure (Athens to Santorini) (GVAS) 15 days Small Ship Cruising & Sailing Standard
From $2499 USD
Greek Islands Sailing Adventure (Mykonos to Athens) (GVMA) 8 days Small Ship Cruising & Sailing Standard
From $1399 USD
Greek Islands Sailing Adventure (Santorini to Mykonos) (GVSM) 8 days Small Ship Cruising & Sailing Standard
From $1399 USD
Greek Islands Sailing Adventure (Santorini to Santorini) (GVSS) 10 days Small Ship Cruising & Sailing Standard
From $1799 USD