Bucket-List Cruise Adventure

14-Night North America Cruise Adventure

Windstar · Star Pride · round-trip from Montreal

$12,670 per person · next sails Sep 27, 2027 Book this cruise@ Cruisebound · same fare
Get there

Fly into Montreal (YUL)

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

Round-trip into YUL · $1,180 for two est.
Before you sail

Bucket-list days near Montreal

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.

77 mi from Montreal

Shelburne Museum

One of the nation's most eclectic art museums with 45+ buildings showcasing American folk art, decorative arts, and fine art collected across centurie…

84 mi from Montreal

Stowe Village and Mount Mansfield

Charming mountain village in the shadows of Vermont's highest peak, offering world-class hiking, mountain biking, and skiing, plus a restaurant and ga…

Your voyage · 14 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
Montreal Embark
Board in the afternoon — fly in at least a day early (your day ashore here is just above).
Day 2
Tad
⚙ Curating Tad’s bucket-list experience — check back shortly.
Day 3
224
⚙ Curating 224’s bucket-list experience — check back shortly.
Day 3
Saguenay Fjord
⛰ A scenic-cruising day — savor it from the ship. The view is the experience, and it’s included.
Day 4
A day at sea
⛰ A day to savor the ship — the voyage itself is the experience, and it’s all included.
Day 5
Cap-Aux-Meulesport guide →
Archipelago Flavours · $175 for two with Tourisme Îles de la Madeleine – Guided Tourshow to make it yours → ·
Day 6
S49
⚙ Curating S49’s bucket-list experience — check back shortly.
Days 7–8
Cape St. Mary's Ecological Reserve · $263 for two with Destination St. John's – Guided Tourshow to make it yours →
Day 9
St. Anthonyport guide →
Iceberg Alley Zodiac Expedition · $124 for two with Northland Discovery Boat Tourshow to make it yours → ·
Day 10
Red Bay Basque Whaling NHS · $14 for two with Parks Canada – Red Bay National Historic Sitehow to make it yours → ·
Day 11
Western Brook Pond Fjord Boat Tour · $70 for two with Western Brook Pond Tours (Trails, Tales & Tunes)how to make it yours → ·
Day 12
Havre St. Pierreport guide →
Cap Ferré Coastal Hike · $66 for two with Tourisme Côte-Nord / Bureau d'Information Touristique de Havre-Saint-Pierrehow 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
200
⚙ Curating 200’s bucket-list experience — check back shortly.
Day 14
Quebec Cityport guide →
Île d'Orléans Gourmet Food & Wine Island Drive · $218 for two with Tours Voir Québechow to make it yours →
Day 15
Montreal Disembark
Back where you started — disembark in the morning.
Before you sail

Make it longer — by land from Montreal

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

75 mi from Montreal · fly BTV

Vermont's Green Mountains, Great Cheese, and Gilded Castles

Lake & Mountain Culture

See the whole plan →
252 mi from Montreal · fly BOS

Salt Air and Sophistication on Portland, Maine's Peninsula

Coastal Culture & History

See the whole plan →
266 mi from Montreal · fly BHB

Salt Air and Spirits: A Bar Harbor Adventure Worth Every Mile

Coastal Maine Wilderness Escape

See the whole plan →
After you disembark

Make it longer — by land from Montreal

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

75 mi from Montreal · fly BTV

Vermont's Green Mountains, Great Cheese, and Gilded Castles

Lake & Mountain Culture

See the whole plan →
252 mi from Montreal · fly BOS

Salt Air and Sophistication on Portland, Maine's Peninsula

Coastal Culture & History

See the whole plan →
266 mi from Montreal · fly BHB

Salt Air and Spirits: A Bar Harbor Adventure Worth Every Mile

Coastal Maine Wilderness Escape

See the whole plan →
Home

Fly home from Montreal (YUL)

What this adventure runs estimated · for two
Your hotel
Flights round-trip into YUL · 2 travelers $1,180 est.
Hotel before you sail1 night · Montreal · Luxury~$314
Cruise fare14 nights · Windstar · 2 guests$25,340
Shore excursions7 bucket-list things, booked direct · for 2 · more as they curate · swap any at its port above ↑~$930
Transfersairport ↔ ship, private car~$180
Trip total$27,944
Flights are estimated from our best gateways (refine from your own airport above); 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.
🚢 Book this cruise · $12,670 pp

Book your trip to Montreal

We may earn a commission when you book through these links, at no extra cost to you. Prices and availability are set by each partner.

Choose your line & sailing date

Every cruise line that calls at Montreal — round-trip from here or stopping by — pick the one that’s you, then your date.

Premium
Luxury
Book this cruise — $12,670 pp →

Same fare as booking direct. We earn a small commission — it costs you nothing.

★ Why Fantasize

We tell you the cruise to take — and the excursions to book.

Most cruise sites hand you a search box and leave you to it. We’re the concierge: the verdict, the plan, the trip of your life — at the exact same fare.

11,000 sailings to sift throughOne cruise, chosen for you
Search a catalog of excursions yourselfWe tell you the exact excursions to book
“Do your homework” on every portA free port-by-port plan, in your inbox
Booking fees and a pushy upsell callNo fees, no pressure — the same fare
Find your bucket-list cruise →

⚓ Your bucket-list concierge

Want this whole adventure in your inbox?

We'll email you this exact plan — where to fly in, the days before and after, the single most extraordinary thing to do at every port, and what it all runs.

We send the plan to your account’s own address — never to one typed into a box. Free, and Google works.

← Browse every bucket-list cruise