Sailing with Star Clippers is a unique, laid-back experience where you are free to do as you wish, whether you want to spend your time relaxing or fill your day with activities. And in the Caribbean, you can take advantage of their complimentary water sports program with activities like kayaking, paddle boarding, snorkeling and so much more.
Contact a CruiseInsider expert for great Caribbean deals on Star Clippers by calling 1 (877) 734-6858.
Submit the form below or call us at 1 (877) 734-6858
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
| 28-night Westbound Atlantic Ocean Crossing Cruise Rome (Civitavecchia) to Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 10/4/25 | Call For Pricing |
| 15-night Westbound Atlantic Ocean Crossing Cruise Lisbon to Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 10/17/25 | Call For Pricing |
| 24-night Westbound Atlantic Ocean Crossing Cruise Malaga to St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 10/29/25 | Call For Pricing |
| 14-night Barbados To Panama Cruise Bridgetown (Barbados) to Balboa | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 11/1/25 | Call For Pricing |
| 24-night Westbound Atlantic Ocean Crossing Cruise Malaga to Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Star Clipper | Departs 11/5/25 | Call For Pricing |
| 15-night Westbound Atlantic Ocean Crossing Cruise Las Palmas (Gran Canaria) to St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 11/7/25 | Call For Pricing |
| 15-night Westbound Atlantic Ocean Crossing Cruise Las Palmas (Gran Canaria) to Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Star Clipper | Departs 11/14/25 | Call For Pricing |
| 14-night Panama To Antigua Cruise Balboa to St. John's Antigua | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 11/15/25 | Call For Pricing |
| 7-night Treasure Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 11/22/25 | Call For Pricing |
| 14-night Barbados To Panama Cruise Bridgetown (Barbados) to Balboa | Cruise Line Star Clippers | Cruise Ship Star Clipper | Departs 11/29/25 | Call For Pricing |
| 7-night Leeward Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 11/29/25 | Call For Pricing |
| 7-night Classic Yachtsman Caribbean Cruise St. John's, Antigua to Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 11/29/25 | Call For Pricing |
| 7-night Grenadine Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 12/6/25 | Call For Pricing |
| 7-night Treasure Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 12/6/25 | Call For Pricing |
| 7-night Windward Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 12/13/25 | Call For Pricing |
| 7-night Leeward Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 12/13/25 | Call For Pricing |
| 7-night Grenadine Islands Christmas Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 12/20/25 | Call For Pricing |
| 7-night Treasure Islands Christmas Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 12/20/25 | Call For Pricing |
| 7-night Windward Islands New Year's Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 12/27/25 | Call For Pricing |
| 7-night Leeward Islands New Year's Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 12/27/25 | Call For Pricing |
| 7-night Grenadine Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 1/3/26 | Call For Pricing |
| 7-night Treasure Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 1/3/26 | Call For Pricing |
| 7-night Windward Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 1/10/26 | Call For Pricing |
| 7-night Leeward Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 1/10/26 | Call For Pricing |
| 7-night Treasure Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 1/17/26 | Call For Pricing |
| 11-night Jamaica To Antigua Cruise Montego Bay to St. John's Antigua | Cruise Line Star Clippers | Cruise Ship Star Clipper | Departs 1/17/26 | Call For Pricing |
| 7-night Grenadine Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 1/17/26 | Call For Pricing |
| 7-night Windward Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 1/24/26 | Call For Pricing |
| 7-night Leeward Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 1/24/26 | Call For Pricing |
| 10-night Southern Caribbean Cruise St. John's, Antigua to St. George's, Grenada | Cruise Line Star Clippers | Cruise Ship Star Clipper | Departs 1/28/26 | Call For Pricing |
| 7-night Grenadine Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 1/31/26 | Call For Pricing |
| 7-night Treasure Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 1/31/26 | Call For Pricing |
| 7-night Windward Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 2/7/26 | Call For Pricing |
| 7-night Leeward Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 2/7/26 | Call For Pricing |
| 11-night Southern Caribbean Cruise Roundtrip St. George's, Grenada | Cruise Line Star Clippers | Cruise Ship Star Clipper | Departs 2/7/26 | Call For Pricing |
| 7-night Grenadine Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 2/14/26 | Call For Pricing |
| 7-night Treasure Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 2/14/26 | Call For Pricing |
| 10-night Southern Caribbean Cruise Roundtrip St. George's, Grenada | Cruise Line Star Clippers | Cruise Ship Star Clipper | Departs 2/18/26 | Call For Pricing |
| 7-night Leeward Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 2/21/26 | Call For Pricing |
| 7-night Windward Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 2/21/26 | Call For Pricing |
| 7-night Treasure Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 2/28/26 | Call For Pricing |
| 7-night Grenadine Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 2/28/26 | Call For Pricing |
| 11-night Southern Caribbean Cruise Roundtrip St. George's, Grenada | Cruise Line Star Clippers | Cruise Ship Star Clipper | Departs 2/28/26 | Call For Pricing |
| 7-night Windward Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 3/7/26 | Call For Pricing |
| 7-night Leeward Islands St. Barts Bucket Regatta Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 3/7/26 | Call For Pricing |
| 10-night Southern Caribbean Cruise St. George's, Grenada to St. John's, Antigua | Cruise Line Star Clippers | Cruise Ship Star Clipper | Departs 3/11/26 | Call For Pricing |
| 7-night Treasure Islands Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Star Clippers | Cruise Ship Star Flyer | Departs 3/14/26 | Call For Pricing |
| 7-night Grenadine Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 3/14/26 | Call For Pricing |
| 7-night Antigua To Antigua Cruise Roundtrip St. John's, Antigua | Cruise Line Star Clippers | Cruise Ship Star Clipper | Departs 3/21/26 | Call For Pricing |
| 7-night Windward Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Star Clippers | Cruise Ship Royal Clipper | Departs 3/21/26 | Call For Pricing |
Complimentary water sports program only available on select sailings in select destinations. Other restrictions may apply. Fares/rates are per person, based on double occupancy for select sail and travel dates; are capacity controlled and subject to availability at time booking and may be pulled without notice. We reserve the right to correct errors. Information and pricing is subject to change without notice. While we do our very best to ensure that information and pricing appearing in this website is complete and accurate, we cannot be responsible for incomplete and inaccurate representations, which may or may not be under our control. In the event of a pricing error, misrepresentation or omission, we reserve the right to adjust the pricing or make any other corrections.