Bucket-List Cruise Adventure

16-Night Dubrovnik to Rome Cruise Adventure

Windstar · Wind Spirit · from Dubrovnik

$9,138 per person · next sails Sep 28, 2027 Book this cruise@ Cruisebound · same fare
Get there

Fly into Dubrovnik (DBV)

Your gateway to the voyage. Arrive a day or two early — the best of the trip starts before you board.

Open-jaw · fly into DBV, home from FCO · $2,378 for two est.
Before you sail

Bucket-list days near Dubrovnik

Fly in at least a day early — every seasoned cruiser does, so a delay never costs you the ship. Here’s what’s worth that day, within reach of your port — not just the city you fly into.

0 mi from Dubrovnik

Dubrovnik City Walls

0 mi from Dubrovnik

Old Town Dubrovnik

Your voyage · 16 nights, day by day

Day by day — the unforgettable thing at every port

Your whole sailing in order: the day you board, every port it calls — each with the single bucket-list experience there and the operator who runs it — any days at sea, and the day you step off.

Day 1
Dubrovnik Embark
Board in the afternoon — fly in at least a day early (your day ashore here is just above).
Day 2
Sunset Private Sailing Along the Monopoli-Polignan… · $490 for two with Kiss From Italy Private Boat Tourshow to make it yours → ·
Day 3
Pmn
⚙ Curating Pmn’s bucket-list experience — check back shortly.
Day 3
Moreška Sword Dance · $32 for two with Moreška Cultural Society Korčula (Official)how to make it yours → ·
Day 4
Sib
⚙ Curating Sib’s bucket-list experience — check back shortly.
Day 5
Lungomare Promenade · $188 for two with Opatija Private Walking Tour – Local Expert via TripAdvisor Experienceshow to make it yours → ·
Day 6
Por
⚙ Curating Por’s bucket-list experience — check back shortly.
Day 7
Private Piran Walking Tour with Wine & Food Tasting · $259 for two with Slovenia Private Tourshow to make it yours → ·
Day 8
Prosecco Hills · $421 for two with Discovery Guided Tours Venicehow to make it yours → ·
Day 9
Private Nighttime Luxury Speedboat Tour of Rovinj… · $153 for two with Rovinj Boat Tours (via GetYourGuide direct operator listing)how to make it yours → ·
Day 10
Diocletian's Palace · $76 for two with Split Walking Tours (official)how to make it yours → ·
Day 11
★ Walk Dubrovnik's Ancient City Walls — how to make it yours →
Day 12
Climb the City Walls to San Giovanni Fortress · $18 for two with Kotor City Walls / San Giovanni Fortress (official municipal ticket booths in the Old Town)how to make it yours → ·
Day 13
A day at sea
⛰ A day to savor the ship — the voyage itself is the experience, and it’s all included.
Day 14
★ Taormina's Ancient Greek Theatre, framed by Mount… — how to make it yours →
Days 15–16
Pompeii Private Excavation Tour with Archaeologist… · $223 for two with Askos Tourshow to make it yours → ·
Day 17
Civitavecchia (Rome) Disembark
Disembark in the morning — or stay on for the days just below.
After you disembark

Bucket-list days near Rome

You end in a different port — stay on, and add what’s within reach before you fly home.

15 mi from Rome

Villa d'Este Archaeological Excavations (Hadrian's Villa)

Sprawling 2nd-century villa with 30+ hectares of imperial ruins, Greek sculptures, and recreated Greek structures; scale and ambition dwarf anything i…

1 mi from Rome

Colosseum

Before you sail

Make it longer — by land from Dubrovnik

The ship is the spine, not the whole trip. These are full land adventures within reach of your port.

10 mi from Dubrovnik · fly DBV

Dubrovnik Beyond the Walls: Stone, Sea, and Slow Mornings

Adriatic Coast Deep Immersion

See the whole plan →
61 mi from Dubrovnik · fly TGD

Kotor's Stone Labyrinth: Medieval Walls, Mountain Smoke, & Bay Light

Adriatic History & Highland Flavors

See the whole plan →
110 mi from Dubrovnik · fly SPU

Split Wide Open: Ruins, Vineyards, and Adriatic Cliffs

Dalmatian Coast Adventure

See the whole plan →
After you disembark

Make it longer — by land from Rome

The ship is the spine, not the whole trip. These are full land adventures within reach of your port.

115 mi from Rome · fly NAP

Positano by Sea Cave and Cliff Path: A Luxury Amalfi Coast Immersion

Coastal Italian Luxury Adventure

See the whole plan →
Home

Fly home from Rome (FCO)

What this adventure runs estimated · for two
Your hotel
Flights open-jaw · fly into DBV, home from FCO · 2 travelers $2,378 est.
Hotel before you sail1 night · Dubrovnik · Luxury~$1,067
Cruise fare16 nights · Windstar · 2 guests$18,276
Shore excursions9 bucket-list things, booked direct · for 2 · more as they curate · swap any at its port above ↑~$1,860
Transfersairport ↔ ship, private car~$180
Trip total$23,761
Flights are estimated from our best gateways (refine from your own airport above) — an open-jaw trip: out to the embark port, home from where you disembark; the cruise fare is this sailing’s lead-in price for two; the hotel scales with the style you pick above; shore excursions are real book-direct operator prices, added as each port is curated; transfers are an estimate. We always build in at least one night ashore before you sail.
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