Small Ship Cruising

(20 offers included)
Small Ship Cruising offers high crew to passenger ratios, unparalleled service, and access to destinations unreachable by large cruise ships.
Dates: Dec 31, 2025 through Sep 15, 2027
Itinerary:
Corsica, French Riviera, Greece, Caribbean, Panama, Central America
This year, Wave Season arrives early, making it an ideal moment to plan a journey shaped by place rather than crowds, and guided by the romance of true sailing.
Departing on Apr 25, 2026 on the Star Clipper
Nights: 3
Dates: Apr 25, 2026 through Apr 28, 2026
Ship: Star Clipper
Itinerary:
Nice, France, Monaco, Monaco (Historic Grand Prix), Calvi - Corsica, France, Nice, France
from
$1,000.00
(USD)
Per Person
Inside
$1,000.00
Cat: Category 6
$333.33/Night
Outside
$1,090.00
Cat: Category 5
$363.33/Night
Departing on Sep 09, 2026 on the Royal Clipper
Nights: 3
Dates: Sep 09, 2026 through Sep 12, 2026
Itinerary:
Civitavecchia (Port for Rome), Italy, Saint-Florent - Corsica, France, Portoferraio - Elba, Italy, Civitavecchia (Port for Rome), Italy
from
$1,260.00
(USD)
Per Person
Inside
$1,260.00
Cat: Category 6
$420.00/Night
Outside
$1,300.00
Cat: Category 5
$433.33/Night
Suite
$2,200.00
Cat: Deluxe Suite with Veranda
$733.33/Night
Departing on Jun 24, 2026 on the Royal Clipper
Nights: 3
Dates: Jun 24, 2026 through Jun 27, 2026
Itinerary:
Venice, Italy, Rovinj, Croatia, Piran, Slovenia, Venice, Italy
from
$1,260.00
(USD)
Per Person
Inside
$1,260.00
Cat: Category 6
$420.00/Night
Outside
$1,300.00
Cat: Category 5
$433.33/Night
Suite
$2,200.00
Cat: Deluxe Suite with Veranda
$733.33/Night
Departing on Apr 28, 2026 on the Star Clipper
Nights: 4
Dates: Apr 28, 2026 through May 02, 2026
Ship: Star Clipper
Itinerary:
Nice, France, Portofino, Italy, Porto Venere, Italy, L'Ile Rousse - Corsica, France, Nice, France
from
$1,330.00
(USD)
Per Person
Inside
$1,330.00
Cat: Category 6
$332.50/Night
Outside
$1,440.00
Cat: Category 5
$360.00/Night
Departing on Apr 19, 2026 on the Star Flyer
Nights: 5
Dates: Apr 19, 2026 through Apr 24, 2026
Ship: Star Flyer
Itinerary:
Valletta, Malta, Syracuse - Sicily, Italy, Pilos, Greece, Monemvasia, Greece, Piraeus (Port of Athens), Greece
from
$1,710.00
(USD)
Per Person
Inside
$1,710.00
Cat: Category 6
$342.00/Night
Outside
$1,840.00
Cat: Category 5
$368.00/Night
Departing on Aug 31, 2026 on the Star Clipper
Nights: 5
Dates: Aug 31, 2026 through Sep 05, 2026
Ship: Star Clipper
Itinerary:
Civitavecchia (Port for Rome), Italy, Amalfi, Italy, Sorrento, Italy, Ponza - Pontine Islands, Italy, Civitavecchia (Port for Rome), Italy
from
$1,740.00
(USD)
Per Person
Inside
$1,740.00
Cat: Category 6
$348.00/Night
Outside
$1,880.00
Cat: Category 5
$376.00/Night
Departing on Oct 30, 2026 on the Star Clipper
Nights: 5
Dates: Oct 30, 2026 through Nov 04, 2026
Ship: Star Clipper
Itinerary:
Piraeus (Port of Athens), Greece, Monemvasia, Greece, Pilos, Greece, Syracuse - Sicily, Italy, Valletta, Malta
from
$1,740.00
(USD)
Per Person
Inside
$1,740.00
Cat: Category 6
$348.00/Night
Outside
$1,880.00
Cat: Category 5
$376.00/Night
Departing on Jul 13, 2026 on the Star Clipper
Nights: 5
Dates: Jul 13, 2026 through Jul 18, 2026
Ship: Star Clipper
Itinerary:
Civitavecchia (Port for Rome), Italy, Amalfi, Italy, Sorrento, Italy, Ponza - Pontine Islands, Italy, Civitavecchia (Port for Rome), Italy
from
$1,740.00
(USD)
Per Person
Inside
$1,740.00
Cat: Category 6
$348.00/Night
Outside
$1,880.00
Cat: Category 5
$376.00/Night
No Image Available
Nights: 11
Dates: Jun 24, 2027 through Jun 28, 2027
from
$1,899.00
(USD)
Per Person
Departing on Feb 07, 2026 on the Star Flyer
Nights: 7
Dates: Feb 07, 2026 through Feb 14, 2026
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, River Bay, Barbuda, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St. Barts, Philipsburg, St. Maarten
from
$1,970.00
(USD)
Per Person
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Departing on Jan 31, 2026 on the Star Flyer
Nights: 7
Dates: Jan 31, 2026 through Feb 07, 2026
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Gustavia, St. Barts, Philipsburg, St. Maarten
from
$1,970.00
(USD)
Per Person
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Departing on Jan 17, 2026 on the Star Flyer
Nights: 7
Dates: Jan 17, 2026 through Jan 24, 2026
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Gustavia, St. Barts, Philipsburg, St. Maarten
from
$1,970.00
(USD)
Per Person
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Departing on Jan 02, 2027 on the Star Clipper
Nights: 7
Dates: Jan 02, 2027 through Jan 09, 2027
Ship: Star Clipper
Itinerary:
Puerto Caldera, Costa Rica, Quepos, Costa Rica, Golfito, Costa Rica, Coiba National Park, Panama, Marine Park Golfo de Chiriqui - Parida Island, Pan, Islas Tortugas, Costa Rica, Puerto Caldera, Costa Rica
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Departing on Mar 27, 2027 on the Star Clipper
Nights: 7
Dates: Mar 27, 2027 through Apr 03, 2027
Ship: Star Clipper
Itinerary:
St. John's, Antigua, Gustavia, St. Barts, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Sopers Hole - Tortola, British Virgin Islands (BVI, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, White Bay, Jost van Dyke (B.V.I.), Philipsburg, St. Maarten, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), St. John's, Antigua
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Departing on Mar 20, 2027 on the Star Clipper
Nights: 7
Dates: Mar 20, 2027 through Mar 27, 2027
Ship: Star Clipper
Itinerary:
St. John's, Antigua, Gustavia, St. Barts, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Cabrits, Dominica, Deshaies, Guadeloupe, St. John's, Antigua
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Departing on Jan 23, 2027 on the Star Flyer
Nights: 7
Dates: Jan 23, 2027 through Jan 30, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Sopers Hole - Tortola, British Virgin Islands (BVI, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, White Bay, Jost van Dyke (B.V.I.), Gustavia, St. Barts, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Departing on Jan 16, 2027 on the Star Flyer
Nights: 7
Dates: Jan 16, 2027 through Jan 23, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St. Barts, Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Departing on Jan 09, 2027 on the Star Flyer
Nights: 7
Dates: Jan 09, 2027 through Jan 16, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Gustavia, St. Barts, Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Departing on Dec 12, 2026 on the Star Flyer
Nights: 7
Dates: Dec 12, 2026 through Dec 19, 2026
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Gustavia, St. Barts, Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night