Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

When are you free? — only cruises that fit entirely inside your dates
My result then click any cruise row to open it
Where to? tap as many as you like 1 selected · clear Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa
Trip tap one or more Round-trip One-way Repositioning
Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
Cruise level tap one or more Luxury Premium Contemporary River
+ pick specific cruise lines
Luxury Azamara Oceania Regent Seabourn Viking Ocean River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
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Filtering Caribbean ×Visits Port of Basseterre ×Repositioning × Clear all
Showing 8 of 8 sailings
Seabourn · Seabourn VentureRepositioning
Caribbean 24 nights Oct 5 – Oct 29, 2026 from Halifax, Nova Scotia to Rio de Janeiro, Brazil
Halifax, Nova Scotia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Rio de Janeiro, Brazil14 ports
Halifax, Nova Scotia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Little Bay, Montserrat, Leeward Islands · Rodney Bay, St. Lucia · Bridgetown, Barbados · Port of Spain, Trinidad · Devils Island, French Guiana · Crossing The Equator · Fortaleza, Brazil · Natal(Rio Grande do Norte), Brazil · Bahia de Salvador, Brazil · Buzios, Brazil · Paraty, Brazil · Rio de Janeiro, Brazil
★ Bucket-list Peggy's Cove & LunenburgMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks…Private Full-Day Rio Highlights
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from $12,798
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Costa · Costa FascinosaRepositioning
Mediterranean 23 nights Dec 4 – Dec 27, 2026 from Marseille, France to La Romana, Dominican Republic
Marseille, France · Savona (Genoa), Italy · … · La Romana, Dominican Republic16 ports
Marseille, France · Savona (Genoa), Italy · Barcelona, Spain · Malaga, Spain · Las Palmas, Gran Canaria, Canary Islands · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Calanques National Park Boat Cruise from the Old P…Portofino & San Fruttuoso Abbey by the local ferrySagrada FamiliaGranada & the Alhambra +7 more
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from $2,110
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Costa · Costa FavolosaRepositioning
Mediterranean 20 nights Mar 1 – Mar 21, 2027 from Santo Domingo, Dominican Republic to Savona (Genoa), Italy
Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · … · Savona (Genoa), Italy13 ports
Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Marseille, France · Savona (Genoa), Italy
★ Bucket-list Random Wind 'Paradise Day Sail'Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike +6 more
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from $1,841
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Costa · Costa FascinosaRepositioning
Caribbean 20 nights Mar 4 – Mar 24, 2027 from Pointe-a-Pitre, Guadeloupe to Marseille, France
Guadeloupe Bay · Pointe-a-Pitre, Guadeloupe · … · Marseille, France14 ports
Guadeloupe Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadeloupe Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Philipsburg, St. Maarten · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Ajaccio, Corsica, France · Genoa, Italy · Marseille, France
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandSaona Island Private Speedboat & Natural Pool Day +8 more
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from $1,777
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Costa · Costa FavolosaRepositioning
Caribbean 16 nights Mar 4 – Mar 20, 2027 from Fort-de-France, Martinique to Marseille, France
Martinique Bay · Fort-de-France, Martinique · … · Marseille, France10 ports
Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Marseille, France
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeTeide National Park +4 more
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from $1,479
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Costa · Costa FavolosaRepositioning
Mediterranean 15 nights Mar 5 – Mar 20, 2027 from Pointe-a-Pitre, Guadeloupe to Marseille, France
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Marseille, France8 ports
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Marseille, France
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeTeide National ParkTangier Kasbah, Medina & American Legation Private… +3 more
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from $1,419
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Seabourn · Seabourn OvationRepositioning
Mediterranean 13 nights Nov 14 – Nov 27, 2027 from Lisbon, Portugal to Bridgetown, Barbados
Lisbon, Portugal · Funchal, Madeira, Portugal · … · Bridgetown, Barbados6 ports
Lisbon, Portugal · Funchal, Madeira, Portugal · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Bridgetown, Barbados
★ Bucket-list SintraPico do Arieiro to Pico RuivoPrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +1 more
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from $5,524
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Norwegian · Norwegian PrimaRepositioning
Caribbean 7 nights Apr 22 – Apr 29, 2028 from San Juan, Puerto Rico to New York, New York
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · New York, New York
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikePrivate Catamaran Sail & Snorkel at Honeymoon Beac… +1 more
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from $990
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Itineraries from the Cruisebound catalog + our enrichment; schedules cross-checked against official port authorities. Booking via Cruisebound and CruiseDirect — we may earn a commission, at no extra cost to you.

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MSC Cruises Royal Caribbean Carnival Viking River Costa Norwegian AmaWaterways Princess Celebrity Viking Ocean Avalon Disney Holland America Oceania Virgin Voyages Regent Cunard Seabourn Azamara