Home / Itineraries / A Naples Anniversary or Honeymoon
The romance itinerary

A Naples Anniversary or Honeymoon

Sunsets straight into the Gulf, a sail, a long dinner and a spa hour or two. The pieces worth booking ahead for the trip that feels like the occasion it is.

ANNIVERSAHONEYMOON · NPL

An anniversary or honeymoon in Naples is an easy thing to get right. The town faces due west onto the Gulf, so every clear evening hands you a sunset straight into the water, and the rest of the day is yours to fill with long beach mornings, a sail, a slow dinner and a spa hour or two. This is the romance itinerary we'd give a couple looking for something a notch above a generic weekend away.

If you've only got two or three nights, pair this with our romantic weekend in Naples for the timing, and browse the full itineraries hub if you want to mix in a day trip. Below are the pieces worth booking ahead, the ones that make the trip feel like the occasion it is.

The romance lineup

The pieces worth booking ahead

A sunset on the water, a memorable table, a beachfront base and an hour of being thoroughly spoiled. Reserve the big ones early in season.

NPLFL
ON THE WATER · ~2 HOURS

A sunset cruise on the Naples Princess

The classic romantic Naples evening. The Naples Princess, a 105-foot yacht with climate-controlled decks and full bars, runs daily sunset, hors d'oeuvres and dinner cruises out past the mansions of Port Royal into the Gulf. She sails from Port O Call Marina near Tin City, and most cruises run around two hours. Book a dinner or sunset sailing online ahead of time, and confirm the current schedule and pricing with the operator.

Book it
NPLFL
PRIVATE SAIL · COUPLES

A small-boat catamaran or private charter

For something quieter than a big dinner boat, several operators run sailing catamaran trips and private charters out of the Naples and Marco Island docks. A small sunset sail with a bottle of something cold is hard to beat for two. Outfits like Sweet Liberty and Miss Naples have long run public and private trips here, but boats and seasons change, so check current availability and rates directly before you count on a specific one.

Book it
NPLFL
THE TABLE · THIRD ST & FIFTH AVE

A dinner worth dressing up for

Naples does special-occasion dining beautifully. Sea Salt on Third Street South leans coastal and seasonal with a lantern-lit patio; The Continental nearby is the polished steakhouse-and-cocktails room; and Bha! Bha! on Fifth Avenue South is the candlelit Persian favorite locals save for celebrations. Reserve ahead in season and ask for the patio or a corner. Our spa days guide pairs nicely with a slow morning before a big dinner.

Reserve ahead
NPLFL
THE BASE · BEACHFRONT

A beachfront room with a Gulf view

Where you wake up matters on a trip like this. The Ritz-Carlton, Naples at Vanderbilt Beach is the long-standing luxury anchor, and the reborn Naples Beach Club, A Four Seasons Resort, opened on its 125 acres of sand as the new flagship. Both put you steps from the water with spas on site. Rates run high in winter season and ease in summer, so see our beachfront resorts guide for the full rundown.

Book it
NPLFL
SLOW DOWN · COUPLES SPA

A couples spa hour

An afternoon at the spa is the easiest romantic upgrade in town. The Ritz-Carlton Spa is the marquee name, with side-by-side couples massages, a mineral pool and the full sauna-and-steam ritual, though access is generally for resort guests and spa members. There are excellent independent day spas too. See our best spas and spa days guide, and book couples rooms early since they're the first to go.

Treat yourselves
Good to know: Naples sunsets are the whole point, so check the day's sunset time and aim to be on the beach, a rooftop or the water about 30 minutes before. Stone crab season runs roughly mid-October to early May, so a celebratory crab dinner is a winter-and-spring treat. Prices, hours and resort openings shift, so confirm anything specific with the operator before you build the day around it.
Hour by hour

A perfect romantic day

  1. Sleep in, then a slow beach morning on the sand outside your resort, coffee in hand and no agenda.
  2. A late lunch and a wander down Third Street South or Fifth Avenue South, ducking into the galleries and courtyards.
  3. An afternoon couples spa hour, or a nap, before you change for the evening.
  4. Board a sunset cruise from the city docks for the main event, the sun dropping straight into the Gulf.
  5. A late, unhurried dinner on a lantern-lit patio, and a nightcap walk back along the water.
Plan the stay

Find a place to stay nearby

Search hotels More
Good to know

Common questions

What's the most romantic thing to do in Naples?

A sunset cruise is the signature romantic Naples experience, since the town faces west and the sun sets right over the Gulf. Pair it with a beachfront room, a candlelit dinner on Third Street South or Fifth Avenue South, and a couples spa afternoon for a full anniversary or honeymoon.

Where should we stay for a honeymoon or anniversary in Naples?

For a beachfront splurge, the Ritz-Carlton, Naples at Vanderbilt Beach and the reborn Naples Beach Club, A Four Seasons Resort, are the two luxury anchors, both with spas on site. See our beachfront resorts guide for more options and the seasonal rate swings; winter season runs high and summer eases off.

How do we book a Naples sunset cruise?

The Naples Princess runs daily sunset, hors d'oeuvres and dinner cruises from Port O Call Marina near Tin City, bookable online ahead of time. Several catamaran and private-charter operators also sail from the Naples and Marco Island docks. Confirm the current schedule, boat and pricing directly with the operator, as these change by season.

What's the best time of year for a romantic Naples trip?

Winter and spring (roughly November to April) bring the driest, mildest weather and stone crab season, but also the highest prices and biggest crowds. Late spring and summer are warmer and more humid with afternoon storms, but resorts are quieter and rates drop. Sunsets are reliable year-round on clear evenings.

What are the best romantic restaurants in Naples?

Naples is full of special-occasion tables. Sea Salt on Third Street South is coastal and seasonal with a lantern-lit patio; The Continental nearby is the polished steakhouse; and Bha! Bha! on Fifth Avenue South is a candlelit Persian favorite. Reserve ahead in season, and ask for the patio or a quiet corner.

Can we get a couples spa day in Naples?

Yes. The Ritz-Carlton Spa offers side-by-side couples massages, a mineral pool and a full sauna-and-steam circuit, though access is generally limited to resort guests and spa members. Several excellent independent day spas around town also offer couples rooms. Book those early, as they're the first to fill.