Small Ship Cruising (19 offers included)

Small Ship Cruising offers high crew to passenger ratios, unparalleled service, and access to destinations unreachable by large cruise ships.
from $1,300.00 (USD)
Per Person
Oct 18, 2025
through Oct 22, 2025
Nights: 4
Ship: Star Flyer
Price Per Night:$325.00 (USD)
(based on double occupancy, for comparison only)
Oct 18, 2025 through Oct 22, 2025
Itinerary: Nice, France, Portofino, Italy, Calvi - Corsica, France, Monaco, Monaco, Nice, France
Other Categories Starting At:
Inside
$1,300.00
Cat:Category 6
325.00 per night
Outside
$1,400.00
Cat:Category 5
350.00 per night
Balcony
N/A
Suite
N/A
from $1,450.00 (USD)
Per Person
Jun 05, 2025
through Jun 09, 2025
Nights: 4
Price Per Night:$362.50 (USD)
(based on double occupancy, for comparison only)
Jun 05, 2025 through Jun 09, 2025
Itinerary: Cannes, France, Calvi - Corsica, France, Monaco, Monaco, St. Tropez (beach), France, St. Tropez (port), France, Cannes, France
Other Categories Starting At:
Inside
$1,480.00
Cat:Category 6
370.00 per night
Outside
$1,450.00
Cat:Category 5
362.50 per night
Balcony
N/A
Suite
$2,760.00
Cat:Deluxe Suite with Veranda
690.00 per night
from $1,450.00 (USD)
Per Person
Sep 10, 2025
through Sep 14, 2025
Nights: 4
Price Per Night:$362.50 (USD)
(based on double occupancy, for comparison only)
Sep 10, 2025 through Sep 14, 2025
Itinerary: Civitavecchia (Port for Rome), Italy, Bonifacio - Corsica, France, East Corsica (beach), France, Bastia (old town) - Corsica, France, Portoferraio - Elba, Italy, Civitavecchia (Port for Rome), Italy
Other Categories Starting At:
Inside
$1,480.00
Cat:Category 6
370.00 per night
Outside
$1,450.00
Cat:Category 5
362.50 per night
Balcony
N/A
Suite
$2,760.00
Cat:Deluxe Suite with Veranda
690.00 per night
from $1,830.00 (USD)
Per Person
Jun 09, 2025
through Jun 14, 2025
Nights: 5
Price Per Night:$366.00 (USD)
(based on double occupancy, for comparison only)
Jun 09, 2025 through Jun 14, 2025
Itinerary: Cannes, France, Monaco, Monaco, Portofino, Italy, Lerici, Italy, Portoferraio - Elba, Italy, Civitavecchia (Port for Rome), Italy
Other Categories Starting At:
Inside
$1,830.00
Cat:Category 6
366.00 per night
Outside
$1,920.00
Cat:Category 5
384.00 per night
Balcony
N/A
Suite
$3,440.00
Cat:Deluxe Suite with Veranda
688.00 per night
from $1,940.00 (USD)
Per Person
Sep 06, 2025
through Sep 12, 2025
Nights: 6
Ship: Star Flyer
Price Per Night:$323.33 (USD)
(based on double occupancy, for comparison only)
Sep 06, 2025 through Sep 12, 2025
Itinerary: Civitavecchia (Port for Rome), Italy, Lipari - Aeolian Islands, Italy, Stromboli, Italy (sailing in area), Messina - Sicily, Italy, Amalfi, Italy, Ponza - Pontine Islands, Italy, Civitavecchia (Port for Rome), Italy
Other Categories Starting At:
Inside
$1,940.00
Cat:Category 6
323.33 per night
Outside
$2,090.00
Cat:Category 5
348.33 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Dec 13, 2025
through Dec 20, 2025
Nights: 7
Ship: Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Dec 13, 2025 through Dec 20, 2025
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
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Feb 14, 2026
through Feb 21, 2026
Nights: 7
Ship: Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Feb 14, 2026 through Feb 21, 2026
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)...
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Dec 20, 2025
through Dec 27, 2025
Nights: 7
Ship: Star Clipper
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Dec 20, 2025 through Dec 27, 2025
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
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Mar 21, 2026
through Mar 28, 2026
Nights: 7
Ship: Star Clipper
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Mar 21, 2026 through Mar 28, 2026
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)...
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Mar 14, 2026
through Mar 21, 2026
Nights: 7
Ship: Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Mar 14, 2026 through Mar 21, 2026
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)...
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Jan 31, 2026
through Feb 07, 2026
Nights: 7
Ship: Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Jan 31, 2026 through Feb 07, 2026
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)...
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Jan 17, 2026
through Jan 24, 2026
Nights: 7
Ship: Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Jan 17, 2026 through Jan 24, 2026
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)...
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Dec 20, 2025
through Dec 27, 2025
Nights: 7
Ship: Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Dec 20, 2025 through Dec 27, 2025
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)...
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Jan 03, 2026
through Jan 10, 2026
Nights: 7
Ship: Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Jan 03, 2026 through Jan 10, 2026
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)...
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Dec 06, 2025
through Dec 13, 2025
Nights: 7
Ship: Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Dec 06, 2025 through Dec 13, 2025
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)...
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Feb 07, 2026
through Feb 14, 2026
Nights: 7
Ship: Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Feb 07, 2026 through Feb 14, 2026
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
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Dec 13, 2025
through Dec 20, 2025
Nights: 7
Ship: Star Clipper
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Dec 13, 2025 through Dec 20, 2025
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
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Mar 07, 2026
through Mar 14, 2026
Nights: 7
Ship: Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Mar 07, 2026 through Mar 14, 2026
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
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A
from $1,970.00 (USD)
Per Person
Jan 10, 2026
through Jan 17, 2026
Nights: 7
Ship: Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
Jan 10, 2026 through Jan 17, 2026
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
Other Categories Starting At:
Inside
$1,970.00
Cat:Category 6
281.43 per night
Outside
$2,270.00
Cat:Category 5
324.29 per night
Balcony
N/A
Suite
N/A