12-night Caribbean from Miami
Silversea · Silver Ray
- 8 ports
- Round trip
- Sails Jan 3, 2028
- From $7,550 pp
- Luxury
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Ranked by what people search for and where the cruise lines send the most ships.
14-night Caribbean from Miami
Explora Journeys · EXPLORA III
- 9 ports
- Round trip
- Sails Oct 25, 2026
- From $12,280 pp
- Luxury
- Saint John Reversing Falls & Fundy Tidal Bore: Private Guided Experience
- St. John's Private Half-Day Island Adventure & Trunk Bay Beach
- Terre-de-haut Private Catamaran Sail & Snorkel: Bay of Les Saintes
18-night Miami to Los Angeles
Oceania · Oceania Vista
- 10 ports
- One way
- Sails Oct 24, 2027
- From $7,099 pp
- Luxury
- Georgetown Stingray City Sandbar: Private Luxury Catamaran Charter
- Cartagena The Roman Theatre of Cartagena with the Rafael Moneo museum approach
- Panama Canal Panama Canal Full Transit: Pacific to Atlantic by Boat
14-night Caribbean from Miami
Explora Journeys · EXPLORA III
- 8 ports
- Round trip
- Sails Dec 6, 2026
- From $10,200 pp
- Luxury
- Saint John Reversing Falls & Fundy Tidal Bore: Private Guided Experience
- St. John's Private Half-Day Island Adventure & Trunk Bay Beach
- Terre-de-haut Private Catamaran Sail & Snorkel: Bay of Les Saintes
12-night Miami to Bridgetown
Silversea · Silver Spirit
- 9 ports
- One way
- Sails Mar 19, 2027
- From $8,200 pp
- Luxury
7-night Miami to San Juan
Explora Journeys · EXPLORA II
- 7 ports
- One way
- Sails Dec 26, 2027
- From $5,350 pp
- Luxury
- Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
- Ain Sokhna Private Pyramids of Giza, Sphinx & Grand Egyptian Museum
- Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
14-night Miami to Barcelona
Virgin · Valiant Lady
- 5 ports
- One way
- Sails Apr 16, 2028
- From $1,526 pp
- Premium
- Ponta Delgada Sete Cidades Twin Lakes: Private Full-Island Jeep Safari
- Funchal Pico do Arieiro to Pico Ruivo: Madeira's Rooftop Ridge Walk
- Tangier Tangier Kasbah, Medina & American Legation Private Tour
11-night Caribbean from Miami
Silversea · Silver Ray
- 7 ports
- Round trip
- Sails Jan 16, 2027
- From $6,650 pp
- Luxury
11-night Miami to Bridgetown
Azamara · Azamara Journey
- 9 ports
- One way
- Sails Jan 14, 2027
- From $6,959 pp
- Luxury
- Saint John Reversing Falls & Fundy Tidal Bore: Private Guided Experience
- Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
- Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
7-night Miami to San Juan
Explora Journeys · EXPLORA III
- 7 ports
- One way
- Sails Nov 8, 2026
- From $4,480 pp
- Luxury
- Providenciales Iguana Island & Reef: Small-Group Sail to Little Water Cay
- Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
- La Romana Saona Island Private Speedboat & Natural Pool Day
10-night Miami to Tampa
Regent · Seven Seas Mariner
- 8 ports
- One way
- Sails Dec 1, 2026
- From $7,899 pp
- Luxury
- Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
- Oranjestad The Natural Pool (Conchi) & Indian Cave 4x4 Jeep Safari through Arikok National Park
- Willemstad Private Full-Day Curaçao Island Tour with Local Expert
16-night Miami to Los Angeles
Oceania · Oceania Sonata
- 10 ports
- One way
- Sails Dec 19, 2027
- From $7,999 pp
- Luxury
- Georgetown Stingray City Sandbar: Private Luxury Catamaran Charter
- Cartagena The Roman Theatre of Cartagena with the Rafael Moneo museum approach
- Kiel Canal Private Expert Walking Tour of Kiel: History, Secrets & Sea
11-night Caribbean from Miami
Silversea · Silver Nova
- 6 ports
- Round trip
- Sails Dec 29, 2027
- From $8,750 pp
- Luxury
- Key West Dry Tortugas National Park: Fort Jefferson Full-Day Ferry
- St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
- Sopers Hole The Baths of Virgin Gorda: Private Yacht Day Charter
15-night Caribbean from Miami
Regent · Seven Seas Mariner
- 11 ports
- Round trip
- Sails Mar 26, 2027
- From $11,099 pp
- Luxury
- Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
- Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
- Gustavia Private Open-Top Mini Moke Island Tour of St. Barts
15-night Caribbean from Miami
Explora Journeys · EXPLORA III
- 11 ports
- Round trip
- Sails Jan 21, 2027
- From $10,840 pp
- Luxury
- Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
- Road Bay Private Island Hopping: Prickly Pear & Sandy Island by Catamaran
- Saint-Pierre Île aux Marins: Private Guided Walk on the Ghost Island
12-night Caribbean from Miami
Silversea · Silver Shadow
- 8 ports
- Round trip
- Sails Nov 18, 2026
- From $8,350 pp
- Luxury
15-night Miami to Philipsburg
Seabourn · Seabourn Ovation
- 12 ports
- One way
- Sails Nov 20, 2026
- From $6,559 pp
- Luxury
- San Juan Walk El Morro & Old San Juan's City Walls
- Great Harbor Private Full-Day Sail to The Baths, Virgin Gorda
- Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
14-night Caribbean from Miami
Explora Journeys · EXPLORA III
- 9 ports
- Round trip
- Sails Mar 29, 2027
- From $9,450 pp
- Luxury
- Saint John Reversing Falls & Fundy Tidal Bore: Private Guided Experience
- St. John's Private Half-Day Island Adventure & Trunk Bay Beach
- Terre-de-haut Private Catamaran Sail & Snorkel: Bay of Les Saintes
14-night Caribbean from Miami
Regent · Seven Seas Grandeur
- 10 ports
- Round trip
- Sails Dec 8, 2027
- From $8,899 pp
- Luxury
- Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
- Ocho Rios Blue Hole: Private Cliff-Jump & Hidden Waterfall Swim
- Oranjestad The Natural Pool (Conchi) & Indian Cave 4x4 Jeep Safari through Arikok National Park
27-night Miami to Copenhagen
Princess · Regal Princess
- 12 ports
- One way
- Sails Apr 16, 2028
- From $3,176 pp
- Premium
- Azores Islands Private Sete Cidades Twin Lakes & Crater Rim Drive
- Zeebrugge (Bruges) Private Bruges Full-Day Shore Excursion with Canal Cruise
- Oslo Private Oslo Highlights & Hidden Gems with a Local Expert
14-night Miami to New York
Regent · Seven Seas Mariner
- 10 ports
- One way
- Sails Apr 15, 2027
- From $9,299 pp
- Luxury
- Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
- Oranjestad The Natural Pool (Conchi) & Indian Cave 4x4 Jeep Safari through Arikok National Park
- Willemstad Private Full-Day Curaçao Island Tour with Local Expert
15-night Caribbean from Miami
Regent · Seven Seas Prestige
- 11 ports
- Round trip
- Sails Feb 16, 2028
- From $13,049 pp
- Luxury
- Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
- Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
- Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage
16-night Miami to San Juan
Explora Journeys · EXPLORA III
- 9 ports
- One way
- Sails Feb 19, 2027
- From $9,825 pp
- Luxury
- Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
- Nydri Private Sailing Charter: Skorpios, Meganisi & Hidden Coves
- San Juan Walk El Morro & Old San Juan's City Walls
12-night Miami to Bridgetown
Silversea · Silver Ray
- 11 ports
- One way
- Sails Feb 7, 2027
- From $6,450 pp
- Luxury
- San Juan Walk El Morro & Old San Juan's City Walls
- Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
- Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
11-night Caribbean from Miami
Silversea · Silver Ray
- 7 ports
- Round trip
- Sails Jan 27, 2027
- From $9,250 pp
- Luxury
14-night Caribbean from Miami
Seabourn · Seabourn Quest
- 10 ports
- Round trip
- Sails Nov 22, 2026
- From $5,599 pp
- Luxury
- San Juan Walk El Morro & Old San Juan's City Walls
- Road Bay Private Island Hopping: Prickly Pear & Sandy Island by Catamaran
- Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
14-night Caribbean from Miami
Seabourn · Seabourn Quest
- 10 ports
- Round trip
- Sails Dec 6, 2026
- From $6,639 pp
- Luxury
- San Juan Walk El Morro & Old San Juan's City Walls
- Virgin Gorda The Baths National Park: Private Guided Boulders & Devil's Bay
- Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
5-night Bahamas from Miami
Virgin · Scarlet Lady
- 3 ports
- Round trip
- 3 departures Dec 2026 – Apr 2027
- From $745 pp
- Premium
- Miami Star Island & Millionaire's Row Skyline Cruise on Biscayne Bay
- Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
- Bimini Swim with Wild Dolphins at Honeymoon Harbour
15-night Miami to Barcelona
Regent · Seven Seas Grandeur
- 9 ports
- One way
- Sails Apr 1, 2028
- From $8,299 pp
- Luxury
- Nassau Swim With the Wild Exuma Pigs (Full-Day Powerboat to a Private Island)
- Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
- Ponta Delgada Sete Cidades Twin Lakes: Private Full-Island Jeep Safari
14-night Miami to San Diego
Holland America · Zuiderdam
- 9 ports
- One way
- Sails Jan 2, 2027
- From $1,649 pp
- Premium
- Cartagena The Roman Theatre of Cartagena with the Rafael Moneo museum approach
- Panama Canal Panama Canal Full Transit: Pacific to Atlantic by Boat
- Puntarenas Monteverde Cloud Forest: Private Guided Reserve Walk & Hanging Bridges
15-night Miami to Lima
Oceania · Oceania Insignia
- 10 ports
- One way
- Sails Dec 19, 2026
- From $4,399 pp
- Luxury
- Key West Dry Tortugas National Park: Fort Jefferson Full-Day Ferry
- Willemstad Private Full-Day Curaçao Island Tour with Local Expert
- Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ
7-night Mexico from Miami
Oceania · Oceania Sonata
- 5 ports
- Round trip
- 2 departures Feb – Mar 2028
- From $3,399 pp
- Luxury
- Cozumel El Cielo + Palancar + Columbia 3-Stop Snorkel
- Roatan Hold a Sloth at Daniel Johnson's Monkey & Sloth Hangout
- Harvest Caye Lamanai Mayan Ruins: Private Boat & Jungle River Safari
7-night Bahamas from Miami
Oceania · Oceania Vista
- 4 ports
- Round trip
- Sails Dec 21, 2026
- From $3,045 pp
- Luxury
- Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
- Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
- Nassau Swim With the Wild Exuma Pigs (Full-Day Powerboat to a Private Island)
7-night Bahamas from Miami
Holland America · Zuiderdam
- 5 ports
- Round trip
- 2 departures Dec 2026 – Dec 2027
- From $914 pp
- Premium
- Grand Turk Gibbs Cay Private Stingray Swim & Reef Snorkel
- San Juan Walk El Morro & Old San Juan's City Walls
- Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
16-night Caribbean from Miami
Seabourn · Seabourn Quest
- 12 ports
- Round trip
- Sails Dec 20, 2026
- From $8,799 pp
- Luxury
- San Juan Walk El Morro & Old San Juan's City Walls
- Road Bay Private Island Hopping: Prickly Pear & Sandy Island by Catamaran
- Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
15-night Caribbean from Miami
Explora Journeys · EXPLORA III
- 10 ports
- Round trip
- Sails Mar 14, 2027
- From $10,185 pp
- Luxury
- Providenciales Iguana Island & Reef: Small-Group Sail to Little Water Cay
- St. John's Private Half-Day Island Adventure & Trunk Bay Beach
- Pointe-a-Pitre Death in Paradise Filming Locations & Botanical Garden
14-night Caribbean from Miami
Seabourn · Seabourn Quest
- 10 ports
- Round trip
- Sails Dec 4, 2027
- From $6,374 pp
- Luxury
- Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
- Gustavia Private Open-Top Mini Moke Island Tour of St. Barts
- Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
3-night Bahamas from Miami
Virgin · Brilliant Lady
- 2 ports
- Round trip
- 2 departures Jan 2028
- From $357 pp
- Premium
4-night Bahamas from Miami
Virgin · Scarlet Lady
- 3 ports
- Round trip
- 3 departures Nov 2026 – Apr 2027
- From $596 pp
- Premium
4-night Bahamas from Miami
Virgin · Brilliant Lady
- 3 ports
- Round trip
- 3 departures Jan – Mar 2027
- From $556 pp
- Premium