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.
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Dates: Nov 01, 2026 through Feb 29, 2028
Itinerary:
Central America, Caribbean
As America celebrates its 250th year, we're marking the occasion with an updated offer of our own: a $250 USD air credit per person to help make your holiday escape even easier.
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Dates: Jan 01, 2027 through Dec 31, 2027
Itinerary:
Croatia, Italy, Montenegro, Albania, Greece
Reserve a select 2027 sailing featuring Croatia and receive up to $500 onboard credit.
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Dates: Nov 14, 2026 through Feb 29, 2028
Itinerary:
Costa Rica, Panama
A few ships in the world still cross the Panama Canal under sail. Star Clipper is one of them.
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Dates: Jul 31, 2026 through Dec 31, 2027
Itinerary:
Caribbean, Europe
A crossing gives you the rare luxury of time—time to settle into the rhythm of the sea, watch the crew raise the sails and let each day unfold at its own pace.
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Dates: Jul 31, 2026 through Sep 30, 2027
Itinerary:
Greece
For a limited time, guests booking early can enjoy added value on select Greek Isles sailings.
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Dates: Dec 05, 2026 through Mar 31, 2027
Itinerary:
Caribbean, Central America
For a limited time, enjoy this added value on select Caribbean sailings in 2026 and 2027.
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 Feb 27, 2027 on the Star Flyer
Nights: 7
Dates: Feb 27, 2027 through Mar 06, 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 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 Dec 19, 2026 on the Star Clipper
Nights: 7
Dates: Dec 19, 2026 through Dec 26, 2026
Ship: Star Clipper
Itinerary:
Balboa (Isla Flamenco), Panama, San Jose Island - Pearl Islands, Panama, Isla Iguana, Panama, Coiba National Park, Panama, Golfito, Costa Rica, Quepos, Costa Rica, 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 Jan 02, 2027 on the Star Flyer
Nights: 7
Dates: Jan 02, 2027 through Jan 09, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Deshaies, Guadeloupe, Terre-de-Haut, Iles des Saintes, 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 Feb 13, 2027 on the Star Flyer
Nights: 7
Dates: Feb 13, 2027 through Feb 20, 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 Clipper
Nights: 7
Dates: Jan 09, 2027 through Jan 16, 2027
Ship: Star Clipper
Itinerary:
Puerto Caldera, Costa Rica, Islas Tortugas, Costa Rica, Quepos, Costa Rica, Golfito, Costa Rica, Marine Park Golfo de Chiriqui - Parida Island, Pan, Isla Iguana, Panama, San Jose Island - Pearl Islands, Panama, Balboa (Isla Flamenco), Panama
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 06, 2027 on the Star Clipper
Nights: 7
Dates: Mar 06, 2027 through Mar 13, 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 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
Departing on Feb 13, 2027 on the Royal Clipper
Nights: 7
Dates: Feb 13, 2027 through Feb 20, 2027
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friar's Bay (beach), St. Kitts (PM), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
from
$2,080.00
(USD)
Per Person
Inside
$2,080.00
Cat: Category 6
$297.14/Night
Outside
$2,330.00
Cat: Category 5
$332.86/Night
Suite
$4,210.00
Cat: Deluxe Suite with Veranda
$601.43/Night
Departing on Nov 28, 2026 on the Royal Clipper
Nights: 7
Dates: Nov 28, 2026 through Dec 05, 2026
Itinerary:
St. John's, Antigua, Terre de Haut, Iles des Saintes, Cabrits, Dominica (RC & SF meet), Beach stop, Martinique, St. George's, Grenada, Tobago Cays, Grenadines, Marigot Bay, St. Lucia (morning), Soufriere, St. Lucia (afternoon), Bridgetown, Barbados
from
$2,080.00
(USD)
Per Person
Inside
$2,080.00
Cat: Category 6
$297.14/Night
Outside
$2,330.00
Cat: Category 5
$332.86/Night
Suite
$4,210.00
Cat: Deluxe Suite with Veranda
$601.43/Night
Departing on Feb 27, 2027 on the Royal Clipper
Nights: 7
Dates: Feb 27, 2027 through Mar 06, 2027
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friar's Bay (beach), St. Kitts (PM), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
from
$2,080.00
(USD)
Per Person
Inside
$2,080.00
Cat: Category 6
$297.14/Night
Outside
$2,330.00
Cat: Category 5
$332.86/Night
Suite
$4,210.00
Cat: Deluxe Suite with Veranda
$601.43/Night
Departing on Jan 23, 2027 on the Royal Clipper
Nights: 7
Dates: Jan 23, 2027 through Jan 30, 2027
Itinerary:
Bridgetown, Barbados, Captain's Best, Grenadines, St. George's, Grenada, Tobago Cays, Grenadines, Kingstown, St. Vincent (morning), Admiralty Bay, Bequia (PM), Fort de France, Martinique (morning), Beach, Martinique (afternoon), Marigot Bay, St. Lucia (AM), Soufriere, St. Lucia (PM), Bridgetown, Barbados
from
$2,080.00
(USD)
Per Person
Inside
$2,080.00
Cat: Category 6
$297.14/Night
Outside
$2,330.00
Cat: Category 5
$332.86/Night
Suite
$4,210.00
Cat: Deluxe Suite with Veranda
$601.43/Night