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49% OFF
MSC Opera
MSC Cruises
Jan 24, 2028 - Feb 7, 2028 (14 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • La Romana, Dominican Republic • Catalina Island, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Grenada • La Romana, Dominican Republic
Average Starting Price
$1,572pp
Jim's Onboard Credit
Wind Surf
Windstar Cruises
Nov 5, 2028 - Nov 19, 2028 (14 Nights)
Lisbon, Portugal • St John's, Antigua • Philipsburg, St. Maarten
Average Starting Price
$2,839pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Jan 6, 2029 - Jan 20, 2029 (14 Nights)
Bridgetown, Barbados • Bequia Island, Saint Vincent • Trois Ilets, Martinique • St John's, Antigua • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten • St. Kitts • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Bridgetown, Barbados
Average Starting Price
$9,523pp
Jim's Onboard Credit
49% OFF
MSC Opera
MSC Cruises
Jan 24, 2028 - Jan 31, 2028 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • St. Kitts • St. John's • La Romana, Dominican Republic
Average Starting Price
$789pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Jan 27, 2029 - Feb 3, 2029 (7 Nights)
Philipsburg, St. Maarten • St. Kitts • Saint Barthelemy, Gustavia • Fort-De-France, Martinique • Terre de Haut, Guadeloupe • Grenada • Bridgetown, Barbados
Average Starting Price
$5,143pp
Jim's Onboard Credit
Wind Surf
Windstar Cruises
Dec 26, 2026 - Jan 9, 2027 (14 Nights)
Philipsburg, St. Maarten • Gustavia, St. Barts • Charlestown, Nevis • Roseau, Dominica • Mayreau Island, Saint Vincent and the Grenadines • Les Saintes, F.W.I. • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Falmouth (English Harbour), Antigua & Barbuda • Road Bay, Anguilla • Soper's Hole, Tortola • Great Harbor Jost Van Dyke, British Virgin Islands • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • Gustavia, St. Barts • Philipsburg, St. Maarten
Average Starting Price
$6,490pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

49% OFF
MSC Opera
MSC Cruises
Jan 24, 2028 - Jan 31, 2028 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • La Romana, Dominican Republic
Average Starting Price
$789pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Jan 13, 2029 - Jan 20, 2029 (7 Nights)
Philipsburg, St. Maarten • St. Kitts • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Bridgetown, Barbados
Average Starting Price
$5,153pp
Jim's Onboard Credit
Wind Surf
Windstar Cruises
Dec 19, 2026 - Jan 2, 2027 (14 Nights)
Philipsburg, St. Maarten • Gustavia, St. Barts • Falmouth (English Harbour), Antigua & Barbuda • Road Bay, Anguilla • Soper's Hole, Tortola • Great Harbor Jost Van Dyke, British Virgin Islands • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • Gustavia, St. Barts • Charlestown, Nevis • Roseau, Dominica • Mayreau Island, Saint Vincent and the Grenadines • Les Saintes, F.W.I. • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten
Average Starting Price
$6,210pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

49% OFF
MSC Opera
MSC Cruises
Feb 7, 2028 - Feb 14, 2028 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • La Romana, Dominican Republic
Average Starting Price
$809pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Feb 24, 2029 - Mar 10, 2029 (14 Nights)
Bridgetown, Barbados • Bequia Island, Saint Vincent • Trois Ilets, Martinique • St John's, Antigua • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten • St. Kitts • Saint Barthelemy, Gustavia • Castries, St. Lucia • Terre de Haut, Guadeloupe • Grenada • Bridgetown, Barbados
Average Starting Price
$9,508pp
Jim's Onboard Credit
Wind Surf
Windstar Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Philipsburg, St. Maarten • Gustavia, St. Barts • Falmouth (English Harbour), Antigua & Barbuda • Road Bay, Anguilla • Soper's Hole, Tortola • Great Harbor Jost Van Dyke, British Virgin Islands • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten
Average Starting Price
$2,658pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

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