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New York departure · San Juan finish · 13 days / 12 nights

New York to San Juan · 13 days / 12 nights in the Caribbean

Depart New York October 19, 2026, spend two days in Bermuda, then visit Bimini, St. Croix, St. Maarten and Tortola before finishing in San Juan October 31. This adults-only voyage welcomes guests aged 18 and over who want a quieter holiday with several island stops.

Check dates and prices →

For dates, reference fares and the downloadable flyer:

Dates, fares and flyer →

Shareable itinerary:

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START & FINISHNew York departure · San Juan finish
PACESee the day-by-day itinerary; confirm walking and transfer requirements
TRANSPORTATIONValiant Lady
ESTIMATED PRICEAsk for current pricingUSD per person · Multi-day hotel and cruise estimates usually assume double occupancy; airfare is usually separate

DAY BY DAY

A purpose to each day,
with the demanding parts made clear.

This is a representative rhythm for the journey. Cities, hotels, and sightseeing order may change by departure date. Before you decide, we review the final version with you point by point.

DAY 01

New York | Board Valiant Lady

Depart October 19. Reach the meeting point or terminal early enough for traffic, luggage and boarding.

DAY 02

At sea

Explore restaurants, decks, fitness classes and entertainment at a slower pace.

DAY 03–04

Royal Naval Dockyard | Bermuda

Two consecutive days allow time for pink-sand beaches, Hamilton, town walks and more distant sights without rushing them into one day.

DAY 05–06

At sea

Two days for specialty dining, group fitness or relaxing on deck.

DAY 07

The Beach Club at Bimini | Bahamas

Beach, pool and relaxation; open areas and activities follow the day's arrangements.

DAY 08–09

At sea

Continue south from the Bahamas and rest before three consecutive port days.

DAY 10

St. Croix | U.S. Virgin Islands

Choose beaches, historic streets, snorkeling or easier island sightseeing.

DAY 11

Philipsburg | St. Maarten

Explore the Dutch side's waterfront, shopping streets and viewpoints at your pace.

DAY 12

Tortola | British Virgin Islands

Scenery, beaches and boat excursions; check activity demands and return-to-ship time.

DAY 13

San Juan | Puerto Rico

Disembark October 31. Fly home or add a night or two in the old town.

WHAT THE PRICE COVERS

What is usually included,
and what is usually separate.

Suppliers and departures differ. Use this as a reading guide, not as a substitute for the final confirmation.

Usually included

✓ Selected stateroom and listed taxes

✓ Listed specialty restaurants and designated dining

✓ Basic Wi-Fi throughout

✓ Designated non-alcoholic drinks

✓ Group fitness classes

✓ Immersive entertainment and shared ship facilities

Usually separate

+ Current inventory and location of inside, balcony or other cabins

+ $50 Bar Tab eligibility, amount and usage rules

+ Times, seats and luggage rules for the three New York meeting points

+ San Juan flights, onward transport and accommodation

+ Shore excursions, alcoholic drinks and personal spending

+ Passport, visas, insurance, final payment and cancellation terms

TRIP INQUIRY

For current departures and prices,
send your dates and party size.

Please also include children, older travelers, mobility needs, or room requests.

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