Bucket-List Cruise Adventure

25-Night Southampton to New York Cruise Adventure

Regent · Seven Seas Grandeur · from Southampton

$21,999 per person · next sails Aug 27, 2027 Book this cruise@ Cruisebound · same fare
Get there

Fly into Southampton (LHR)

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

Open-jaw · fly into LHR, home from JFK · $1,866 for two est.
Before you sail

Bucket-list days near Southampton

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.

87 mi from Southampton

Sissinghurst Castle Garden: Room-by-Room Garden Design Masterclass

Literary gardens (1.5 hours) designed by Vita Sackville-West, arranged as 'rooms' of color and plant combinations; the white garden, rose garden, and…

67 mi from Southampton

Natural History Museum

Your voyage · 25 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
Southampton Embark
Board in the afternoon — fly in at least a day early (your day ashore here is just above).
Day 2
Private Hall Walk & Fowey Estuary · $381 for two with Looe Walking Tours (Private Guided Walks)how to make it yours → ·
Day 3
Cobh (Cork)port guide →
Titanic Experience Cobh · $30 for two with Cobh Heritage Centre (Titanic Experience Cobh)how to make it yours → ·
Day 4
Private Half-Day Lake District Escape from Liverpool · $1,143 for two with Tourist England (official)how to make it yours → ·
Day 5
Dun Laoghaireport guide →
Glendalough & Wicklow Mountains · $1,037 for two with Experienced Tours Irelandhow to make it yours →
Days 6–9
A day at sea
⛰ A day to savor the ship — the voyage itself is the experience, and it’s all included.
Day 10
Cape St. Mary's Ecological Reserve · $263 for two with Destination St. John's – Guided Tourshow to make it yours →
Days 11–12
A day at sea
⛰ A day to savor the ship — the voyage itself is the experience, and it’s all included.
Day 13
Saguenay Fjord
⛰ A scenic-cruising day — savor it from the ship. The view is the experience, and it’s included.
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
Private Day Trip to Parc Oméga & Montebello Lodge… · $570 for two with ToursByLocals – Montréal Private Guideshow to make it yours →
Day 16
Quebec Cityport guide →
Île d'Orléans Gourmet Food & Wine Island Drive · $218 for two with Tours Voir Québechow to make it yours →
Day 17
Saguenay Fjord
⛰ A scenic-cruising day — savor it from the ship. The view is the experience, and it’s included.
Days 18–19
A day at sea
⛰ A day to savor the ship — the voyage itself is the experience, and it’s all included.
Day 20
Charlottetownport guide →
Green Gables House & Anne of Green Gables Island E… · $234 for two with Prince Edward Tours (PETours)how to make it yours →
Day 21
Blue Mountains · $330 for two with Your Sydney Guide (official)how to make it yours → ·
Day 22
Peggy's Cove & Lunenburg · $285 for two with Down East Tours (Halifax)how to make it yours → ·
Day 23
Bar Harborport guide →
Classic Acadia Private Tour · $2,400 for two with Oli's Trolley (Private Tours)how to make it yours → ·
Day 24
Portland Head Light & Casco Bay Scenic Lighthouse… · $70 for two with Portland Discovery Land & Sea Tourshow to make it yours → ·
Day 25
A day at sea
⛰ A day to savor the ship — the voyage itself is the experience, and it’s all included.
Day 26
New York Disembark
Disembark in the morning — or stay on for the days just below.
After you disembark

Bucket-list days near New York

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

4 mi from New York

The Museum of Modern Art (MoMA)

Before you sail

Make it longer — by land from Southampton

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

57 mi from Southampton · fly LHR

Churchill's Kent, Glyndebourne at Dusk & London's Secret Side

English Country Culture & City Grit

See the whole plan →
57 mi from Southampton · fly LHR

Cornwall's Wild Coast: Tin Mines, Tidal Castles & Beach Bars

Rugged Coastal Heritage Adventure

See the whole plan →
66 mi from Southampton · fly BRS

Georgian Bath, Wild Somerset: Limestone, Lions and Lock Flights

Georgian Bath Country Escape

See the whole plan →
Home

Fly home from New York (JFK)

What this adventure runs estimated · for two
Your hotel
Flights open-jaw · fly into LHR, home from JFK · 2 travelers $1,866 est.
Hotel before you sail1 night · London · Luxury~$350
Cruise fare25 nights · Regent · 2 guests$43,998
Shore excursions13 bucket-list things, booked direct · for 2 · more as they curate · swap any at its port above ↑~$7,179
Transfersairport ↔ ship, private car~$180
Trip total$53,573
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.
🚢 Book this cruise · $21,999 pp

Book your trip to Southampton

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 Southampton — round-trip from here or stopping by — pick the one that’s you, then your date.

Contemporary
Premium
Luxury
Book this cruise — $21,999 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