Itinerary: Girls' Weekend in Naples

Planning your next Naples girls’ weekend getaway? Dara Whitaker, owner of Navigate Naples, compiled a full itinerary to ensure you eat, drink, play, and stay at the best spots Naples has to offer. This white-glove vacation rental agency offers a full portfolio of rental properties, as well as concierge home services, to take the stress out of executing the perfect girls’ trip (or any vacation).

This weekend itinerary makes a home base of one of Navigate Naples’ luxury rental properties, called Luxe Lakeside Living, which features three bedrooms and three-and-a-half bathrooms and can host eight guests. Head to our Instagram to see the walkthrough Reel we filmed in coordination with this itinerary, and use The Scout Guide Naples to discover more local spots to dine, shop, and visit while you’re here!


PREPARING FOR YOUR NAPLES GIRLS’ TRIP


We recommend reserving your stay in advance, especially during season (October-May). The Luxe Lakeside Living rental is the ideal spot to enjoy indoor/outdoor living with your girls and is just minutes from shopping, dining, and the beach.

Enjoy a complimentary one-on-one planning session with Dara and Navigate Naples to discuss rental house options and activities during your stay. This allows her team to customize your itinerary and ensure every day is something new and exciting! Dara can organize an optional fridge stock and champagne on ice prior to your arrival, too. 


NIGHT 1

WELCOME TO NAPLES


Dara recommends a make-your-own pizza night with an in-home chef coupled with an organized wine tasting upon your arrival. This personalized experience elevates the typical pizza night in and is a great way to kick off the weekend!

End the night by enjoying the pool and hot tub or playing games fireside in the expansive outdoor space.


DAY 2

NAMASTE AND BOAT DAY


We couldn’t imagine a better way to wake up in paradise than a breakfast spread courtesy of an in-home private chef!

Then get some gentle movement with a yoga session led by a local instructor while enjoying peaceful lakefront views. While you’re in savasana, Navigate Naples will arrange a captain for a chartered boat day with a catered lunch awaiting your arrival.

Return home to freshen up and relax before a private beach picnic dinner with signature Naples sunset views. 


DAY 3

THE ULTIMATE GIRLS’ DAY (AND NIGHT) OUT


Start your day with coffee and breakfast at local favorite coffee shop Kunjani. Indulge in their extensive menu of craft coffee, lattes, and baked goods.

Head down the street to the Naples Grande Beach Resort for all-day spa treatments followed by lunch at their private spa pool.

End the day with dinner and drinks on Naples’ iconic Fifth Avenue South. Dara recommends Scouted restaurant Osteria Tulia followed by drinks at The Vine Room.


DAY 4

BRUNCH & SHOPPING


In true “Sunday fun day” fashion, Dara suggests the well-loved unlimited brunch and mimosas at Sails in the heart of downtown Naples. Stroll down to Third Street South for shopping to wrap up a Naples girls’ weekend.


AS SEEN IN THE SCOUT GUIDE

NAVIGATE NAPLES
navigatenaples.com | 239.207.8710