I've found 24 sailing tours

Boston, Cape Cod & The Islands - Classic Group

Explore the historic and scenic beauty of Boston, Cape Cod, and the Islands on this classic group tour.

Greek Island Explorer

Explore the stunning Greek islands of Santorini and Mykonos, with guided tours and luxurious accommodations.

Boston, Cape Cod & The Islands - Small Group

Explore historic Boston, Cape Cod, and the picturesque islands of Martha's Vineyard and Nantucket on this small group tour.

Sailing Greece - Mykonos to Athens

Experienced sailors will love racing across the Saronic Gulf from Athens. ... Greek Islands sailing Santorini to Mykonos.

Best of Egypt

This journey through Egypt packs in awe-inspiring culture and adventure in eight energetic days.\

Malta, Sicily & Greece on Star Clipper - Star Clipper

Explore Malta, Sicily, and Greece on the luxurious Star Clipper, with guided tours and stunning ocean views.

Sailing Greece - Santorini to Athens

Discover the best tours in Greece including of Turkey & the Greek Islands, Sailing.

Archaeology of the Peloponnese 595

The Peloponnese is a place of timeless beauty.

Spain, Balearics & Malta on Star Clipper - Star Clipper

12 Days - Tall Ship Cruises. Spain, Balearics & Malta on Star Clipper - Star Clipper

Split, Dubrovnik and the Splendours of Dalmatia for Solo Travellers - MS Adriatic Sun

Sailing Greece - Santorini to Mykonos

Explore Mykonos to Santorini on this Greek Island adventure. Move between the boat, the beach and inviting Greek villages on this relaxing Greece sailing.

Sailing Greece - Athens to Mykonos

Experienced sailors will love racing across the Saronic Gulf from Athens. ... Greek Islands sailing Santorini to Mykonos.

Croatian Island Discovery

Discover the stunning Croatian islands on a 7-night cruise with guided tours and scenic stops.

Delve Deep: Egypt 2025-26

TRIP VIBE = iconic sights and in-depth adventures with a local Trip Leader. The pyramids, the Sphinx, the Nile... they’re all here. But where are you? You’ve seen them in books. You’ve seen them in do

Sailing Greece - Mykonos to Mykonos

Explore the hills of folegandros and city of hora and Discover santorini your way with hiking or vineyard.

Sailing Greece - Athens to Santorini

Discover the best tours in Greece including Sailing Greece - Santorini to Santorini, Best of Greece.

Sailing Greece - Mykonos to Santorini

Explore the beautiful southern cyclades by sailboat · Stop at small off-the-beaten-path islands along the way.

Sailing Greece - Santorini to Santorini

Experience of Santorini, one of the world's most beautiful islands, on a private tour that provides a hassle-free overview of the Greek island.

An Aegean Odyssey - Star Clipper

11 Days - Tall Ship Cruises - An Aegean Odyssey - Star Flyer

Split, Dubrovnik and the Splendours of Dalmatia Yacht Cruise - MS Adriatic Sun

8 Days - Split, Dubrovnik and the Splendours of Dalmatia Yacht Cruise - MS Adriatic Sun