If you are searching for Inn on Fifth Naples restaurants, the short version is this: the Forbes-rated boutique hotel at 699 Fifth Avenue South houses two of Naples' most recognized fine-dining restaurants - Truluck's Ocean's Finest Seafood and Crab and Ocean Prime - plus a rooftop pool bar with all-day wine and cocktail service. You do not need to be a hotel guest to dine at any of them.
This guide covers every Inn on Fifth dining venue with current menus, real prices, hours, dress codes, and the smartest approach for your group - whether you are staying at the hotel or walking over from elsewhere on Fifth Avenue South.
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For broader Naples planning, pair this guide with Things to Do in Naples, Best Hotels in Naples, Best Restaurants in Naples, and the Fifth Avenue South complete guide.
Inn on Fifth Dining Overview (2026)
The Inn on Fifth is a 119-room boutique hotel with 87 standard rooms and 32 Club Level suites in the dedicated Club Level building across the street. The dining program focuses quality over quantity:
- Truluck's Ocean's Finest Seafood and Crab - Florida stone crab flagship
- Ocean Prime - Contemporary American steakhouse
- Pool Bar & Courtyard - Rooftop wine and cocktail service with light bites
All three venues are open to the public - no hotel stay required.
| Venue | Best For | Price Range | Hours | Reservations |
|---|---|---|---|---|
| Truluck's | Stone crab season (Oct–May), upscale seafood | $65–$95/lb stone crab, entrees $45–$85 | Dinner nightly | Yes (OpenTable) |
| Ocean Prime | Steak + seafood dinner, power lunches | Entrees $45–$95 | Lunch + dinner daily | Yes (OpenTable) |
| Pool Bar & Courtyard | Rooftop cocktails, poolside bites | $8–$20 bites, $12–$20 cocktails | All-day | Walk-up |
Planning a Stay at Inn on Fifth?
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Quick Picks by Situation
If you only want a fast decision, use this:
- Stone crab season (Oct–May): Truluck's - it is a pilgrimage spot for a reason.
- Steakhouse dinner, special occasion: Ocean Prime - the dry-aged steaks and Wine Spectator-honored list deliver.
- Business lunch on Fifth: Ocean Prime lunch - power lunch atmosphere, efficient service, not as loud as dinner.
- Sunset cocktails without a full meal commitment: Pool Bar courtyard - open all day, walk-up.
- Date night flow: Pool Bar drinks at 5:30 PM → Truluck's or Ocean Prime reservation at 7:00 PM.
- Shared appetizers-and-drinks night: Truluck's bar - the stone crab claws and chocolate bag dessert as a two-course bar visit.
Truluck's Ocean's Finest Seafood and Crab
Truluck's is the reason many visitors specifically search for Inn on Fifth restaurants. This is the Naples flagship of the Truluck's national chain, but unlike most chain locations, the Naples restaurant operates its own stone crab boats and processing facility off the Florida coast. That means during stone crab season (October through May), the claws on your plate were trapped, boiled, and served within 24 hours - a freshness guarantee almost no other restaurant in Naples can match.
The dining room sits directly on Fifth Avenue South at street level, with banquette seating, warm wood paneling, and a polished bar that fills with pre-dinner drinks by 5:30 PM during season. The vibe is upscale but not stuffy - jackets are optional, reservations are mandatory after 6 PM in peak months.
- Hours: Dinner nightly 5:00 PM – 10:00 PM (later on weekends)
- Price range: Stone crab market price ($65–$95/lb typical), entrees $45–$85, pasta $32–$48
- Dress code: Resort elegant - no beachwear, collared shirts preferred
- Reservations: Required weekends and during season. Book via OpenTable or (239) 530-3131
Menu highlights:
- Florida Stone Crab Claws - the signature during season. Order one pound to share as a table; two claws is not enough
- Chocolate Bag - Truluck's most famous dessert, a dark chocolate bag filled with fresh berries and cream
- Lobster Bisque - consistently one of the best starters in Naples
- Miso-glazed Chilean Sea Bass - the year-round alternative if you want fish that is not stone crab
- Live Maine Lobster - available in multiple preparations
Insider tip: Truluck's runs a sunset happy hour at the bar Monday–Friday 4:30–6:30 PM with half-priced appetizers including sushi rolls, calamari, and crab stack - one of the best values for premium seafood in Naples. If you are not committing to a full dinner, plan a stool at the bar for happy hour and order 2–3 small plates.
Ocean Prime
Ocean Prime is the Inn on Fifth's second-floor fine-dining destination and the sister property of the Cameron Mitchell national steakhouse chain. The Naples location has a distinct energy - striking setting, vibrant bar, and a contemporary American menu focused on prime cuts of steak and fresh seafood.
The space is larger than Truluck's and more atmospheric, with floor-to-ceiling windows overlooking Fifth Avenue South, a central bar that draws a post-work crowd, and booths designed for longer dinners. The wine list is Wine Spectator-honored with serious by-the-glass depth.
- Hours: Lunch 11:30 AM – 2:30 PM (weekdays), Dinner 5:00 PM – 10:00 PM daily
- Price range: Entrees $45–$95, steaks $55–$120, appetizers $18–$32
- Dress code: Business casual - collared shirts for men, smart attire
- Reservations: Required for dinner. Book via OpenTable
Menu highlights:
- 16oz Bone-In Filet - the steakhouse benchmark
- Surf and Turf - filet with cold-water lobster tail
- Chilean Sea Bass - miso butterfish-style preparation, one of the most-ordered entrees
- Berries + Bubbles - the signature dessert with champagne-poached berries
Insider tip: Ocean Prime's "Happy Hour" at the bar runs weekdays 4:00–6:00 PM with half-price signature cocktails and select small plates. The truffle fries and the ahi tuna tacos are the bar-menu standouts. Ocean Prime is also a strong weekday business lunch - efficient service, 90-minute turn, Wine Spectator wine list available by the glass.
Sunset cruises, dolphin tours, and Everglades airboats depart from nearby Naples Bay - perfect for pairing with dinner at the Inn on Fifth.
Browse Naples Tours & Activities
Pool Bar & Courtyard
The Pool Bar at Inn on Fifth is the hotel's rooftop retreat and one of the more underrated bar spots on Fifth Avenue South. Open to hotel guests by default and sometimes available to non-guests (check with the front desk for current policy), the Pool Bar serves all-day wine, cocktails, and light bites poolside with a firepit lounge area.
The vibe is relaxed - no dress code, no reservations, no time pressure. This is the spot for an afternoon glass of wine after shopping on Fifth, a pre-dinner cocktail before Truluck's or Ocean Prime, or a late-night drink after walking back from dinner elsewhere on the avenue.
- Hours: All-day (check current seasonal schedule)
- Price range: $8–$20 bites, $12–$20 cocktails
- Reservations: None - walk-up
- Access: Primarily hotel guests; ask front desk about non-guest policy
What to order: The rotating seasonal cocktail menu is the draw. The poolside cheese and charcuterie board pairs well with wine by the glass. Coffee service runs in the mornings.
Three Smart Dining Plans
1) Stone Crab Date Night
- 5:30 PM: Drinks at the Truluck's bar (bar happy hour 4:30–6:30 PM weekdays)
- 7:00 PM: Truluck's reservation - order 1 lb stone crab claws + chocolate bag dessert
- After dinner: Walk Fifth Avenue South - the street is at its best after dark
2) Steakhouse Business Dinner
- 5:00 PM: Ocean Prime bar - happy hour cocktails + ahi tuna tacos
- 7:00 PM: Ocean Prime dinner - 16oz Bone-In Filet, Wine Spectator wine pairing
- Post-dinner: Pool Bar courtyard for a nightcap if staying at the hotel
3) All-Day Hotel Guest Plan
- Morning: Coffee at the Pool Bar courtyard
- Lunch: Ocean Prime (weekday lunch) or walk to a Fifth Avenue South spot
- Afternoon: Pool Bar poolside with a glass of wine
- Dinner: Truluck's or Ocean Prime
- Late night: Walk Fifth Avenue South
Why Inn on Fifth Dining Works So Well
Most boutique hotels have one decent restaurant that is "fine." Inn on Fifth has two nationally-ranked restaurants on the same property. That matters for two reasons:
- Flexibility. You can book Truluck's one night and Ocean Prime the next without leaving the hotel. Few Naples properties offer that depth.
- Walkability. Everything on Fifth Avenue South is within 5–10 minutes on foot, so the hotel functions as a fine-dining hub even beyond its own restaurants.
Inn on Fifth is also a good home base for combining dining with beach days - Naples Pier is a 10-minute walk, and you can get to Vanderbilt Beach and the Ritz-Carlton or Naples Beach Club / Four Seasons in 15–20 minutes by car.
Stay at Inn on Fifth
Compare rates for standard rooms and Club Level suites. Walking distance to everything on Fifth Avenue South.
Practical Details
- Address: 699 Fifth Avenue South, Naples, FL 34102
- Phone (hotel): (239) 403-8777
- Parking: Valet parking available ($15 with restaurant validation typical). Street parking on Fifth is metered and limited during season
- Reservations for both restaurants: OpenTable
- Best times to visit: November through April for peak Fifth Avenue energy; May through October for fewer crowds and better availability
Frequently Asked Questions
Are Truluck's and Ocean Prime both at Inn on Fifth?
Yes. Both restaurants are located inside the Inn on Fifth hotel building at 699 Fifth Avenue South in downtown Naples. Truluck's occupies the ground floor; Ocean Prime is on the second floor. Both are open to the public - no hotel stay required.
Do I need to stay at Inn on Fifth to eat at Truluck's or Ocean Prime?
No. Both restaurants welcome non-hotel guests and make up the majority of their reservations from walk-ins and OpenTable bookings, not hotel residents. You do not need to be staying at Inn on Fifth.
When is stone crab season in Naples?
Florida stone crab season runs October 15 through May 1. Truluck's is the top Naples destination during this window - the restaurant operates its own stone crab boats and serves claws within 24 hours of harvest. Book 1–2 weeks in advance for weekend dinner during season.
How much does dinner cost at Inn on Fifth restaurants?
At Truluck's, expect $100–$180 per person with stone crab, a starter, and a glass of wine. Ocean Prime runs $90–$160 per person for a steakhouse dinner with drinks. The Pool Bar is the affordable option at $15–$40 per person for drinks and light bites.
What is the dress code at Inn on Fifth restaurants?
Truluck's: Resort elegant - collared shirts preferred, no beachwear. Ocean Prime: Business casual - collared shirts for men. Pool Bar: Casual resort attire, cover-ups over swimwear acceptable.
Is there a happy hour at Ocean Prime or Truluck's?
Yes at both. Truluck's bar happy hour runs Monday–Friday 4:30–6:30 PM with half-priced appetizers (sushi rolls, calamari, crab stack). Ocean Prime happy hour runs weekdays 4:00–6:00 PM with half-price signature cocktails and select small plates (truffle fries, ahi tuna tacos). Both are among the best happy hours on Fifth Avenue South.
Can I book both Truluck's and Ocean Prime in the same stay?
Yes - and many Inn on Fifth guests do exactly this. A common two-night plan is Truluck's for stone crab on night one (Oct–May) and Ocean Prime for steak on night two. Book both reservations at the same time through OpenTable to secure your preferred times.
Is Inn on Fifth walkable to the beach?
Yes. Naples Pier is about a 10-minute walk west down 12th Avenue South. For Vanderbilt Beach (home of The Ritz-Carlton Naples) and Delnor-Wiggins, plan 15–20 minutes by car.
