Explore Our Uncommon Caribbean
Since our very first season, Seabourn’s intimate ships have delighted guests with impromptu visits to unspoiled Caribbean islands, secluded beaches and best-kept secret harbors off the beaten track. We call these extraordinary destinations the Uncommon Caribbean — a sun-swept realm where the fortunate confluence of climate, geography and natural history conspires to create a pristine paradise.
Over the decades we have consistently included these unexpected surprises into our carefully curated itineraries, along with the more renowned colonial outposts and glittering resort communities that dot the Caribbean Basin.
Seabourn’s 2021 – 2023 Caribbean sailings include voyages ranging from 7 to 21 days. Guests enjoy a number of popular activities such as Marina Day with complimentary watersports in select ports from our unique retractable marina including water skiing, pedal boats and windsurfing and, of course, our lavish, signature Caviar in the Surf® beach party.^
Our holiday sailings to the relaxing, sun-bathed Caribbean provide the perfect backdrop for family and friends to reconnect, enjoy precious quality time together, and to create unique, lasting memories.
Featured 2021 – 2023 ultra-luxury Caribbean sailings include:
7-Day Caribbean Spice Islands
Seabourn Odyssey
Round-trip Bridgetown, Barbados
November 6, 27, 2021; January 22, February 12, March 5, 202214-Day Caribbean Stars
Seabourn Odyssey
Phillipsburg, St. Maarten to Bridgetown, Barbados
November 6, 27, 2021; January 22, 20227-Day Classic Caribbean Yacht Harbors
Seabourn Odyssey
Bridgetown, Barbados to Philipsburg, St.Maarten
November 13, December 4, 2021; January 8, 202214-Day Exotic Caribbean In-Depth
Seabourn Odyssey
Round-trip Bridgetown, Barbados
November 13; December 4, 2021; January 8, 202211-Day Gems of the Leeward Islands
Seabourn Sojourn
Round-trip Miami
November 18, 29 20217-Day Classic Yachtsman’s Caribbean
Seabourn Odyssey
Philipsburg, St. Maarten to Bridgetown, Barbados
November 20; December 11, 2021; January 13, 202214-Days Caribbean Skies
Seabourn Odyssey
Philipsburg, St. Maarten to Bridgetown, Barbados
November 20, 2021; January 15, 202218-Day Holiday Yachtsman’s Antillean
Seabourn Odyssey
Philipsburg, St. Maarten to Bridgetown, Barbados
December 11, 202111-Day Holiday Antillean Odyssey
Seabourn Odyssey
Round-trip Bridgetown, Barbados
December 18, 202121-Day Holiday Caribbean Odyssey
Seabourn Odyssey
Round-trip Bridgetown, Barbados
December 18, 202110-Day Holiday Leeward Islands Gems
Seabourn Odyssey
Round-trip Bridgetown, Barbados
December 29, 202117-Day Holiday Odyssey Leeward Island New Year
Seabourn Odyssey
Bridgetown, Barbados to Philipsburg, St. Maarten
December 29, 202114-Day Yachtsman’s Antilles Jewels
Seabourn Odyssey
Philipsburg, St. Maarten to Oranjestad, Aruba
March 19, 20227-Day Southern Antilles Jewels
Seabourn Odyssey
Bridgetown, Barbados to Oranjestad, Aruba
March 26, 202212-Day Treasures of the Caribbean
Seabourn Odyssey
Oranjestad, Aruba to Miami
April 16, 202216-Day Holiday Caribbean Sojourn
Seabourn Sojourn
Round-trip Miami
December 21, 202211-Day Caribbean New Year
Seabourn Ovation
Round-trip Bridgetown, Barbados
December 27, 20227-Day Classic Caribbean Yacht Harbors
Seabourn Ovation
Bridgetown, Barbados to Philipsburg, St. Maarten
January 7, 21; February 4, 18; March 4, 20237-Day Classic Yachtsman’s Caribbean
Seabourn Ovation
Philipsburg, St. Maarten to Bridgetown, Barbados
January 14, 28; February 11, 26; March 11, 2023
Book your clients’ Caribbean voyage now to take advantage of all our current offers including our new Stay Connected Internet package, which is combinable with Book with Confidence, 10% Early Bonus Savings and Seabourn Club Savings!
For more information about Seabourn’s exclusive Uncommon Caribbean sailings, contact Seabourn Sales at
^Available in select destinations; weather and conditions permitting.