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Sample · couple · 3 days
Naples → Marco IslandDay 1 · Sunset cocktail cruise
$1,180/couple
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7-day forecast · Naples
Fri84°
Sat85°
Sun82°
Mon79°
Tue86°
Wed87°
Thu85°
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5

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Your plan

Naples · Couple · 3 days
Beach · Foodie · Wellness

3 days
May 8–10
$1,180
est. total
11
stops
No storms on radar Sunset 7:53pm Light red tide watch — Fort Myers Beach skipped
Captain's Pick · South Florida

You're on the water. Add a boat day?

South Florida's coastal corridor is built to be seen from the water — and your plan still has room for one. Pick a boat, we'll fit it in and reroute the day.

Day 1 · Friday, May 8

Arrival, slow into Naples

Easy mile-zero day. Beach time, sunset moment, light dinner.
$320/couple
2:30p30 min
Hotel · Check-in

Inn on Fifth

Drop bags, grab the loaner beach cruisers from the lobby. Walking distance to everything tonight.

includedbooked
3:30p2 hrs
Beach · Free

Naples Pier & Beach

Quartz-fine sand, calm Gulf water. Free public lot fills by 4 — skip with the cruisers.

↓ 0.5 mi · 4-min ride
free
7:00p2 hrs
Sunset · Cocktail cruise

Naples Princess — Sunset Cocktail Sail

Sailing 7:00–9:00pm. Open bar, light bites, vegetarian apps available (we asked). Sunset 7:53pm.

★ 4.9 · 312 reviews · we held 2 seats
$118/couple
9:30p1.5 hrs
Dinner · Vegetarian-friendly

Bar Tulia (5th Ave S)

Walk-in possible at 9:30 most Fridays. Cacio e pepe, burrata, the Mediterranean octopus is famous (skip if vegetarian — 6 veg pastas).

$110/couple
Day 2 · Saturday, May 9

Active morning, lazy afternoon

Kayak, lunch, recover. Big dinner.
$520/couple
7:30a40 min
Breakfast · Local

The Local (US-41)

Vegetarian breakfast burrito, açaí bowls, drip coffee. 12-min drive.

$38
9:00a3 hrs
Eco · Kayak

Clam Pass Mangrove Kayak Loop

Calm protected loop through tidal mangroves. Tide is rising 9:14a → 11:42a — perfect for the back-bay return.

★ 4.8 · 240 reviews · tide checked ✓
$95/couple
12:30p1.5 hrs
Spa · Wellness

Esmeralda Spa — couple's salt-stone

You said wellness. Recovery massage after the paddle. Quiet, no music, 60 min each.

$280/couple
7:30p2 hrs
Dinner · Foodie pick

Vergina (5th Ave S)

The big foodie moment. Tasting menu with 4 vegetarian courses available. Reservation held under your name.

★ 4.7 · 1,840 reviews
$220/couple
Day 3 · Sunday, May 10

Marco Island day-trip, easy out

Final beach, light lunch, road home by 4pm.
$340/couple
9:00a30 min
Coffee · Walk

Bad Ass Coffee + 5th Ave stroll

Quiet on Sunday. Cold brew + croissant, easy 25-min loop.

$22
10:30a3 hrs
Beach · Off-grid

Tigertail Beach, Marco Island

Wade across the Sand Dollar Spit at low tide (11:18a) to a private-feeling outer beach. Pack water + sunscreen.

↓ 22 mi · 35 min · low tide checked ✓
$8parking
2:00p1 hr
Lunch · Casual

The Snook Inn (Marco Island)

Waterfront, dock-side. Veg quesadilla, fish-of-the-day, pina coladas. Old Florida.

$84
3:30pcheckout
Departure

Back to Naples → home

Pick up bags from Inn on Fifth, on the road by 4pm. Beats Sunday I-75 traffic.

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