Cruise

The Best Small-Ship and Sailing Cruises

In this story

Small ships go where big ships can’t: tiny harbours, secluded bays and island villages. On a small ship you get to know the crew and your fellow passengers, and on a real sailing ship you can feel the wind in the canvas and even climb the mast.

Here are the best small-ship and sailing cruise lines we sell.

You’ll find on this page

At a glance: compare the cruise lines

Cruise line Style Fleet Best for Included highlights
Star Clippers Small ship and sailing 3 Tall ships Tall-ship adventure All meals, Watersports, Mast climbs
Sea Cloud Cruises Small ship and sailing 3 Tall ships in fleet Historic romance All meals, Sail-setting demonstrations, Lectures on board
Windstar Cruises Small ship and sailing 6 Small yachts Sailing with comfort All dining, Watersports platform, Sail Away ceremony
SeaDream Yacht Club Luxury ocean 2 Twin yachts Luxury yachting All dining, All drinks, Marina watersports
Variety Cruises Small ship and sailing 9 Small yachts Island hopping All meals, Drinks with meals, Snorkelling gear
Paul Gauguin Cruises Small ship and sailing 1 Dedicated ship Tahiti All meals, Drinks with meals, Watersports platform
The Ritz-Carlton Yacht Collection Luxury ocean 3 Luxury yachts Luxury hotel style All-suite accommodation, All dining, Drinks throughout
Azamara Cruises Premium ocean 4 R-class sister ships in the fleet More time ashore AzAmazing Evening, House drinks, Gratuities

Fleet sizes and inclusions are from each line’s own information and can change; inclusions often depend on the fare you book.

Quick verdicts

Real sailing ships

Star Clippers

Star Clippers
  • Small ship and sailing
  • 3 Tall ships
  • 227 Max guests (Royal Clipper)

Three working sailing ships, including the five-masted Royal Clipper, the largest square-rigged sailing ship in service, with mast climbs and watersports.

Best for: Tall-ship adventure

See Star Clippers →

Sea Cloud Cruises

Sea Cloud Cruises
  • Small ship and sailing
  • 3 Tall ships in fleet
  • 94 Max guests (Sea Cloud Spirit)

Sea Cloud, built in 1931, and Sea Cloud Spirit are square-rigged ships with sails set by hand, carrying 64 to 94 guests.

Best for: Historic romance

See Sea Cloud Cruises →

Windstar Cruises

Windstar Cruises
  • Small ship and sailing
  • 6 Small yachts
  • 342 Max guests

Motor-sailing yachts with white sails at sunset, plus all-suite Star-class yachts, with a watersports platform.

Best for: Sailing with comfort

See Windstar Cruises →

Small ships and yachts

SeaDream Yacht Club

SeaDream Yacht Club
  • Luxury ocean
  • 2 Twin yachts
  • 112 Max guests

Two 112-guest yachts with all drinks included, marina watersports and DreamBeds on deck.

Best for: Luxury yachting

See SeaDream Yacht Club →

Variety Cruises

Variety Cruises
  • Small ship and sailing
  • 9 Small yachts
  • 4-72 Guests / yacht

Nine small motor yachts of 4 to 72 guests, family-owned since 1949, in the Greek islands, the Mediterranean, the Seychelles and beyond.

Best for: Island hopping

See Variety Cruises →

Paul Gauguin Cruises

Paul Gauguin Cruises
  • Small ship and sailing
  • 1 Dedicated ship
  • 332 Max guests

One ship of 332 guests, purpose-built for French Polynesia, with a watersports platform and a private islet day.

Best for: Tahiti

See Paul Gauguin Cruises →

The Ritz-Carlton Yacht Collection

The Ritz-Carlton Yacht Collection
  • Luxury ocean
  • 3 Luxury yachts
  • 298 Max guests (Ilma)

Luxury yachts of around 200 to 300 guests with balcony suites and all dining and drinks included.

Best for: Luxury hotel style

See The Ritz-Carlton Yacht Collection →

Azamara Cruises

Azamara Cruises
  • Premium ocean
  • 4 R-class sister ships in the fleet
  • 702 Guests per ship — small-ship scale

Four 702-guest ships with longer port stays and overnights, reaching smaller ports the big lines can’t.

Best for: More time ashore

See Azamara Cruises →

Why choose a small ship?

Smaller ships reach smaller ports and secluded anchorages, stay longer in port and offer a relaxed, social atmosphere without queues. The trade-off is fewer facilities: no big theatres or waterparks, and on sailing ships, cabins are compact and there may be steep stairs. They suit couples and independent travellers who value the destination over the ship.

How we chose these cruise lines

We compared the small-ship and sailing lines we sell by ship size, style and destinations. We sell more than 60 cruise lines, from big family ships to tiny expedition vessels, so these recommendations are based on what each line actually offers: ship size, what’s included in the fare, who it suits and who it doesn’t. Fares, inclusions and ships change, so always check the details for your sailing, or ask a Travel Designer to compare them for you.

Frequently asked questions

What is the largest sailing cruise ship?

Star Clippers’ Royal Clipper, the largest square-rigged sailing ship in service.

Do sailing cruise ships use engines?

Yes, alongside the sails when needed, but the sails are used whenever conditions allow.

Are small-ship cruises good for people with limited mobility?

Tall ships often have steep stairs and tender landings; check with a Travel Designer first.

Where do small ships sail?

The Mediterranean, Greek islands, Caribbean, French Polynesia and more.

Find your cruise

Browse every cruise line we sell, or ask a Travel Designer to compare ships, cabins and itineraries for you.

Browse all cruise lines → Ask a Travel Designer →

Keep planning

Updated October 2026. Cruises can be booked through Travelisto, with flights and hotels added where you need them.