7 Things to Know Before Booking a Private Island Stay

Even the most luxurious getaways require a little prep.

Whether you’re planning total seclusion or five-star pampering, these private island vacation tips will help you avoid common surprises and make the most of your stay.

Let’s break it down.

1. Know What’s Actually Private

Not all private islands are created equal. Some are fully exclusive, which means you rent the entire island. Others are home to multiple villas, shared amenities, and communal dining spaces.

Full-island rentals offer peak privacy, but shared-resort islands often include luxe perks like spas, curated excursions, or beachfront service for less.

Check out these bucket list destinations if you’re still weighing your options.

2. Ask About Staff and Service Ratios

On private islands, personalized service is part of the experience. But staffing varies. Some islands come with a full team, including chefs, guides, butlers, while others are self-service or staff-light.

Before you book, clarify the following:

  • Are meals chef-prepared or DIY?
  • Is housekeeping done daily?
  • Is there 24/7 support on-site?

That way, you’ll match your expectations to reality, especially on remote or eco-style properties.

3. Logistics Are Half the Adventure

Getting there can be tricky. Many private islands require boat or seaplane transfers, and not all are included in the nightly rate.

Here’s what to check in advance:

  • Do they offer transfers from the nearest airport?
  • Are arrivals limited to daylight hours?
  • Is weather a factor during certain seasons?

Not understanding local transfer rules is one of the most common mistakes travelers make.

4. Clarify What’s Included And What’s Not

Some private island stays are all-inclusive. Others, not so much. To avoid sticker shock, be sure to confirm these details:

  • Are meals, drinks, and activities included?
  • Is there a daily resort fee?
  • Do excursions or spa treatments cost extra?

It’s also worth asking if gratuities are included. On smaller islands, tipping expectations can vary, especially with private chefs or personal staff.

5. Understand Cancellation and Weather Policies

You’re not just booking a room. You’re essentially committing to a location that might be hard to reach (or leave) during storms.

Make sure to look for:

  • Flexible cancellation terms
  • Trip insurance recommendations
  • Hurricane season blackout dates (June–November in many tropical zones)

This is where travel insurance becomes non-negotiable. Policies that include medical evacuation and weather coverage are especially helpful on remote islands.

6. Review the Tech and the Disconnect

Want off-grid bliss? Or need strong Wi-Fi for remote work between swims?

Private islands vary in connectivity. Some offer high-speed access and smart-home setups; others are purposefully unplugged. If staying connected matters (or if you’re traveling with teens), don’t assume the tech is modern or reliable.

Pro tip: Download your playlists, books, or shows before you arrive.

7. Match the Island to Your Travel Style

Some islands lean wellness, others go full adventure mode. A few are designed for romantic getaways, while others welcome families with kids’ clubs and private nannies.

Make sure to match:

  • Island size and layout (walkable or spread out?)
  • Activity list (snorkeling, paddleboarding, local excursions?)
  • Vibe (party, retreat, or recharge?)

Your Private Island Checklist at a Glance

Before you confirm that dream reservation, run through this list to make sure nothing catches you off guard:

What to CheckWhy It Matters
Type of Island PrivacyKnow if it’s fully private or shared with other guests
Staff-to-Guest RatioHelps set expectations on service, meals, and support
Transportation & TransfersAvoid surprise costs or weather delays
What’s Included in the RatePrevents extra charges for food, drinks, or activities
Cancellation & Weather PoliciesProtects your plans from storms, delays, or health issues
Tech & ConnectivitySome islands are unplugged—great for peace, not for Zoom calls
Island Vibe & ActivitiesChoose based on your travel style: wellness, romance, or adventure

Final Word on Private Island Vacation Tips

A private island vacation can be peak relaxation or a logistical letdown, depending on how you plan it. Use these private island vacation tips to align your expectations with the reality of remote luxury.

From transportation and staffing to inclusions and privacy, the more you know upfront, the smoother and dreamier your stay will be.

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