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Port: St. Thomas, U.S. Virgin Islands×
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Silver Nova
Silversea
Dec 29, 2027 - Jan 9, 2028 (11 Nights)
Miami • Key West, Florida • St. Thomas • Soper's Hole, Tortola • Gustavia, St. Barts • St John's, Antigua • St. John • Miami
Average Starting Price
$6,800pp
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!

Norwegian Aura
Norwegian Cruise Line
Sep 18, 2027 - Sep 25, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,099pp
Jim's Onboard Credit
Azamara Quest
Azamara
Oct 28, 2027 - Nov 14, 2027 (17 Nights)
New York, New York • Hamilton, Bermuda • Hamilton, Bermuda • Hamilton, Bermuda • Philipsburg, St. Maarten • Tortola • San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St. Thomas • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados
Average Starting Price
$4,129pp
Jim's Onboard Credit
Valiant Lady
Virgin Voyages
Mar 19, 2027 - Mar 27, 2027 (8 Nights)
San Juan, Puerto Rico • St. Thomas • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$952pp
Jim's Onboard Credit
Hero of the Seas
Royal Caribbean
Sep 18, 2027 - Sep 25, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami
Average Starting Price
$1,565pp
Jim's Onboard Credit
26% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Dec 7, 2027 - Dec 18, 2027 (11 Nights)
Miami • St. Thomas • St John's, Antigua • Castries, St. Lucia • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$8,499pp
Jim's Onboard Credit
Nieuw Statendam
Holland America Line
Mar 28, 2027 - Apr 4, 2027 (7 Nights)
Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$1,539pp
Jim's Onboard Credit

Jim's Port Pick
Half Moon Cay is one of my all-time favorite private islands - the sand is unbelievably soft, hands-down the best I’ve ever felt!

38% OFF
Carnival Miracle
Carnival Cruise Line
Jan 6, 2028 - Jan 15, 2028 (9 Nights)
Baltimore • Fun Day at Sea • Fun Day at Sea • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • Baltimore
Average Starting Price
$924pp
Jim's Onboard Credit
Sun Princess
Princess Cruises
Dec 11, 2027 - Dec 18, 2027 (7 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$634pp
Jim's Onboard Credit

Jim's Port Pick
Half Moon Cay is one of my all-time favorite private islands - the sand is unbelievably soft, hands-down the best I’ve ever felt!

33% OFF
Carnival Valor
Carnival Cruise Line
Jan 16, 2028 - Jan 30, 2028 (14 Nights)
Mobile, Alabama • Fun Day at Sea • Celebration Key • Fun Day at Sea • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Oranjestad, Aruba • Willemstad, Curacao • Fun Day at Sea • Montego Bay, Jamaica • Fun Day at Sea • Fun Day at Sea • Mobile, Alabama
Average Starting Price
$1,203pp
Jim's Onboard Credit
Sirena
Oceania Cruises
Nov 21, 2027 - Dec 22, 2027 (31 Nights)
Miami • Cozumel • Santo Tomas de Castilla, Guatemala • Harvest Caye, Belize • Costa Maya • Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Grenada • Castries, St. Lucia • Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • Miami • Nassau • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • St. Thomas • St John's, Antigua • Gustavia, St. Barts • Tortola • Miami
Average Starting Price
$8,649pp
Jim's Onboard Credit
Viking Sea
Viking
Nov 27, 2027 - Dec 7, 2027 (10 Nights)
San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico
Average Starting Price
$4,499pp
Jim's Onboard Credit
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