Luxury & Private Tours in Puerto Rico

Private yachts, catamarans and sport fishing charters — the top tier of everything we list, booked direct with the captain.

What is on this page, and how it got here

Every trip below is $1,250 or more and is drawn live from the same catalogue as the rest of the site. There is no separate hand-curated list to go stale — when an operator changes a price or pulls a date, this page changes with it.

$1,250 is roughly the top ten percent of our Puerto Rico inventory: the median tour on this site is $135. Almost all of these are private or whole-boat hire, so the figure is usually for the vessel and your whole party rather than per person. Check the operator’s own page for what a given price covers.

Most of it sails out of Fajardo on the east coast, which is the jumping-off point for Icacos, Palomino, Culebra and Vieques — the islands that make a full-day private charter worth the money.

Every premium experience we list

Full Day Charter Culebra • 30'  Whaler

Full Day Charter Culebra • 30' Whaler

📍 Fajardo

Full Day To Culebra

Full Day To Culebra

Island Reef Tours

📍 Fajardo

Boat TourMarinaSailing
Fishing Charter

Fishing Charter

Island Reef Tours

📍 Fajardo

FishingMarina
Full day Tour

Full day Tour

📍 Fajardo

3 Day Private Boat Tour + 2 Night Guesthouse

3 Day Private Boat Tour + 2 Night Guesthouse

📍 Fajardo

Full Day Culebra and Culebrita Island Adventure on Mako 29ft Boat – All-Inclusive

Full Day Culebra and Culebrita Island Adventure on Mako 29ft Boat – All-Inclusive

Navea PR Adventure

📍 Fajardo

Boat RentalBoat TourWater Activities
Full-Day Icacos and Palomino Charter Tour • 30'  Whaler

Full-Day Icacos and Palomino Charter Tour • 30' Whaler

📍 Fajardo

Sea Ray 55'

Sea Ray 55'

📍 Fajardo

Elegant Yacht Fajardo or Culebra Island

Elegant Yacht Fajardo or Culebra Island

PR CayTrip

📍 Fajardo

Private Charter from Palmas Del Mar to Vieques (Day Trip + Bio Bay)

Private Charter from Palmas Del Mar to Vieques (Day Trip + Bio Bay)

Aquazul Tours

📍 Fajardo

Boat Tour
South Coast Wahoo Expeditions

South Coast Wahoo Expeditions

📍 Patillas

Tiara Yacht 45 Foot

Tiara Yacht 45 Foot

📍 Fajardo

Sunset Experience at Fajardo Keys: Palomino or Icacos

Sunset Experience at Fajardo Keys: Palomino or Icacos

Leisure Boat Experience

📍 Fajardo

Vieques Island

Vieques Island

📍 Fajardo

Fishing & Sailing Charters

Fishing & Sailing Charters

📍 Rincón

Party Boat Day Cruise & Swim Big Groups 7-12

Party Boat Day Cruise & Swim Big Groups 7-12

PR Rentals

📍 Puerto Rico/San Juan

Boat Tour
Full Day Charters Vieques • 27' Stama

Full Day Charters Vieques • 27' Stama

📍 Fajardo

Sunset Cruise & Swim San Juan Bay - Big Group 7-12

Sunset Cruise & Swim San Juan Bay - Big Group 7-12

PR Rentals

📍 Puerto Rico/San Juan

Boat Tour
Full Day Private Deep Sea Fishing Charter

Full Day Private Deep Sea Fishing Charter

📍 Rincón

Full Day to Culebra - DR

Full Day to Culebra - DR

📍 Fajardo

Private Charter from Palmas Del Mar to Vieques

Private Charter from Palmas Del Mar to Vieques

📍 Fajardo

Full Day Charters Vieques •  30'  Whaler

Full Day Charters Vieques • 30' Whaler

📍 Fajardo

Palomino Island Half Day

Palomino Island Half Day

📍 Fajardo

Private Charters: Vessel #2

Private Charters: Vessel #2

📍 Luquillo

Sport Fishing Charter Puerto Rico

Sport Fishing Charter Puerto Rico

📍 San Juan

Scuba Charter

Scuba Charter

Island Reef Tours

📍 Fajardo

MarinaScuba
Fishing Charter

Fishing Charter

Aquazul Tours

📍 Fajardo

Fishing
Ocean Ray Private Power Catamaran

Ocean Ray Private Power Catamaran

East Island Excursions

📍 Fajardo

Boat TourCatamaranPrivate
Full-Day Culebrita Charter Tour • 30'  Whaler

Full-Day Culebrita Charter Tour • 30' Whaler

📍 Fajardo

Ferretti 70'

Ferretti 70'

📍 Fajardo

Day Yacht Tour Cruise & Swim - Big Groups 7-10

Day Yacht Tour Cruise & Swim - Big Groups 7-10

PR Rentals

📍 Puerto Rico/San Juan

Boat Tour
Zatara Sailing Catamaran

Zatara Sailing Catamaran

East Island Excursions

📍 Fajardo

CatamaranSnorkel
Grady White Private Boat  Charter

Grady White Private Boat Charter

📍 Fajardo

Fairline 65' Luxurious Sport Yacht Rental

Fairline 65' Luxurious Sport Yacht Rental

Caribbean Rentals and Tours

📍 Fajardo

Full-Day Culebrita Charter Tour • 27' Stama

Full-Day Culebrita Charter Tour • 27' Stama

📍 Fajardo

ULTIMATE ISLAND CHARTER

ULTIMATE ISLAND CHARTER

📍 Fajardo

Private Power Boat To SVI (Culebra o Vieques) Excursion

Private Power Boat To SVI (Culebra o Vieques) Excursion

Sail Getaways

📍 Fajardo

Boat RentalBoat TourPrivate
Icacos Island Half Day

Icacos Island Half Day

📍 Fajardo

Luxury 65' Yacht Private Charter

Luxury 65' Yacht Private Charter

📍 Fajardo

47FT CATAMARAN PRIVATE CHARTER

47FT CATAMARAN PRIVATE CHARTER

Caribbean Bookings

📍 Fajardo

Boat RentalBoat TourCatamaran
Sea Ray 65'

Sea Ray 65'

📍 Fajardo

CULEBRA ISLAND: PRIVATE DAY CHARTER

CULEBRA ISLAND: PRIVATE DAY CHARTER

📍 Fajardo

The Ultimate Kitecation

The Ultimate Kitecation

📍 San Juan

Culebra Charter

Culebra Charter

Salty Spirit LLC

📍 Puerto Rico/Vieques/Vieques

Private
THE REEL CARIBBEAN™ | Private Sportfishing Experience

THE REEL CARIBBEAN™ | Private Sportfishing Experience

Caribbean Bookings

📍 Fajardo

2 Private Boat For 12 people

2 Private Boat For 12 people

📍 Fajardo

Scuba Charter

Scuba Charter

Aquazul Tours

📍 Fajardo

Scuba
Luxury Open Space Yacht Ocean Alexander 45ft

Luxury Open Space Yacht Ocean Alexander 45ft

📍 Fajardo

Frequently Asked Questions

Is the price per person or for the whole boat?

On this page, nearly always the whole boat. A $2,800 full-day charter to Culebra is the vessel, the captain and your group — often up to eight or thirteen people — not a per-head rate. That is what makes the tier worth looking at for a family or a group: split six ways, a private charter can land close to the cost of a shared tour, with none of the schedule.

What is actually included at this price?

It varies by operator, but private charters in this range commonly include the captain and crew, fuel, snorkel gear, and food and drink — several list a BBQ lunch and unlimited rum punch. None of that is standardised, so read the operator’s inclusions on their own booking page before you assume it.

How far ahead should I book a private charter?

Further than a shared tour. There is one of each boat, and the good captains in Fajardo fill weekends and holiday weeks well in advance. If your dates are fixed, check availability early rather than close to the trip.

Do you take a cut of what I pay?

We earn a commission from the operator when you book through us, and it costs you nothing extra — the price is the operator’s own. We do not take payment, hold your reservation or set cancellation terms; all of that is between you and the boat.

Not sure which boat?

Browse the full Puerto Rico catalogue — hundreds of tours at every price.

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2026 Awards · editorial spotlights

Nominees we wrote up ourselves. They did not pay for these pages and had no say in them.

Best All-Inclusive Private CharterEscape to Paradise PRSunBay Marina, Fajardo · from $500 Best Private Boat CharterEncanto Boat ToursFajardo, Puerto Rico · from $349 Best Small-Boat BBQ CharterNavea PR AdventureMarina Puerto Chico, Fajardo · from $549

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