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.
Offer Image
Star Clippers Logo
Leeward Islands 7 Nights
Departing on Feb 21, 2026 on the Star Flyer
Nights: 7
Dates: Feb 21, 2026 through Feb 28, 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
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Offer Image
Star Clippers Logo
Leeward Islands 7 Nights
Departing on Dec 13, 2025 on the Star Flyer
Nights: 7
Dates: Dec 13, 2025 through Dec 20, 2025
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
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Offer Image
Star Clippers Logo
Treasure Islands 7 Nights
Departing on Feb 14, 2026 on the Star Flyer
Nights: 7
Dates: Feb 14, 2026 through Feb 21, 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
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Offer Image
Star Clippers Logo
Treasure Islands 7 Nights
Departing on Mar 14, 2026 on the Star Flyer
Nights: 7
Dates: Mar 14, 2026 through Mar 21, 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
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Offer Image
Star Clippers Logo
Leeward Islands 7 Nights
Departing on Jan 24, 2026 on the Star Flyer
Nights: 7
Dates: Jan 24, 2026 through Jan 31, 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
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Offer Image
Star Clippers Logo
Treasure Islands 7 Nights
Departing on Feb 28, 2026 on the Star Flyer
Nights: 7
Dates: Feb 28, 2026 through Mar 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
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Offer Image
Star Clippers Logo
Costa Rica & Panama 7 Nights
Departing on Dec 20, 2025 on the Star Clipper
Nights: 7
Dates: Dec 20, 2025 through Dec 27, 2025
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
$1,970.00
(USD)
Per Person
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Offer Image
Star Clippers Logo
Antigua to Antigua 7 Nights
Departing on Mar 21, 2026 on the Star Clipper
Nights: 7
Dates: Mar 21, 2026 through Mar 28, 2026
Ship: Star Clipper
Itinerary:
St. John's, Antigua, Gustavia, St. Barts, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Philipsburg, St. Maarten, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), St. John's, Antigua
from
$1,970.00
(USD)
Per Person
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Offer Image
Star Clippers Logo
Treasure Islands 7 Nights
Departing on Dec 06, 2025 on the Star Flyer
Nights: 7
Dates: Dec 06, 2025 through Dec 13, 2025
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
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Offer Image
Star Clippers Logo
Leeward St. Barts Bucket Regatta 7 Nights
Departing on Mar 07, 2026 on the Star Flyer
Nights: 7
Dates: Mar 07, 2026 through Mar 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
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Offer Image
Star Clippers Logo
Leeward Islands 7 Nights
Departing on Jan 10, 2026 on the Star Flyer
Nights: 7
Dates: Jan 10, 2026 through Jan 17, 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
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Offer Image
Star Clippers Logo
Treasure Islands Christmas Cruise 7 Nights
Departing on Dec 20, 2025 on the Star Flyer
Nights: 7
Dates: Dec 20, 2025 through Dec 27, 2025
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
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Offer Image
Star Clippers Logo
Leeward Islands 7 Nights
Departing on Nov 29, 2025 on the Star Flyer
Nights: 7
Dates: Nov 29, 2025 through Dec 06, 2025
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
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Offer Image
Star Clippers Logo
Leeward Islands
Departing on Mar 13, 2027 on the Star Flyer
Nights: 7
Dates: Mar 13, 2027 through Mar 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
More Details Contact Us
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Offer Image
Star Clippers Logo
Antigua roundtrip
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
More Details Contact Us
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Offer Image
Star Clippers Logo
Treasure Islands
Departing on Feb 20, 2027 on the Star Flyer
Nights: 7
Dates: Feb 20, 2027 through Feb 27, 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.), Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Gustavia, St. Barts, Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
More Details Contact Us
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Offer Image
Star Clippers Logo
Treasure Islands
Departing on Mar 20, 2027 on the Star Flyer
Nights: 7
Dates: Mar 20, 2027 through Mar 27, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Gustavia, St. Barts, 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), Road Bay, Anguilla, Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
More Details Contact Us
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Offer Image
Star Clippers Logo
Treasure Islands
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
More Details Contact Us
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Offer Image
Star Clippers Logo
Leeward Islands
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
More Details Contact Us
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Offer Image
Star Clippers Logo
Grenada to Antigua
Departing on Feb 27, 2027 on the Star Clipper
Nights: 7
Dates: Feb 27, 2027 through Mar 06, 2027
Ship: Star Clipper
Itinerary:
St. George's, Grenada, Admiralty Bay, Bequia, Grenadines, Tobago Cays, Grenadines, Soufriere, St. Lucia, Beach, Martinique, Cabrits, Dominica, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts, St. John's, Antigua
from
$2,010.00
(USD)
Per Person
More Details Contact Us
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night