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Puerto Rico Sailing

★4.6 ✓Free cancellation on most experiences

Our top 3 of 5 experiences

Icacos Island day sail and snorkel from AnchorageOur pick
Icacos Island day sail and snorkel from Anchorage★ 4.82 (182)5h 30mEvery day · 09:00Live guide EN · ES
from · per personUS$ 130
Snorkeling at Icacos Island from Fajardo: 4-hour catamaranBest value
Snorkeling at Icacos Island from Fajardo: 4-hour catamaran★ 4.93 (40)4hMon, Wed and Fri · 2 start timesLive guide EN · ES
from · per personUS$ 110
Private Sailboat Charter Puerto Rico South Coast – Jobos BayPrivate option
Private Sailboat Charter Puerto Rico South Coast – Jobos Bay★ 4.71 (24)6hEvery dayLive guide EN · ES
from · per groupUS$ 680

Puerto Rico Sailing 5 options

From US$ 110 · 4 of 5 run daily · departures between 09:00 and 14:30 · live guides in 2 languages · most take 2h–6h

Icacos Island day sail and snorkel from Anchorage
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Our pick
Icacos Island day sail and snorkel from AnchorageSail 40 to 50 minutes aboard a 51-foot catamaran to Icacos Island, an uninhabited Spanish Virgin Island with protected anchorage and reef snorkeling.
182 reviews
4.82★
Duration
5h 30m
Every day
09:00
Live guide EN · ESFree cancellationfromUS$ 130per person
Snorkeling at Icacos Island from Fajardo: 4-hour catamaran
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Best value
Snorkeling at Icacos Island from Fajardo: 4-hour catamaranSail to Icacos Island on the Oh Gee catamaran for a 4-hour snorkeling trip from Fajardo with lunch, drinks and all gear included. Two departures daily at 9am and 2:30pm.
40 reviews
4.93★
Duration
4h
start times · Mon, Wed and Fri
2
Live guide EN · ESFree cancellationfromUS$ 110per person
Private Sailboat Charter Puerto Rico South Coast – Jobos Bay
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Private option
Private Sailboat Charter Puerto Rico South Coast – Jobos BayBook a private day sail in Puerto Rico’s Jobos Bay. Enjoy calm waters, snorkeling, paddle boarding, and mountain views from Guayama. Up to 6 guests.
24 reviews
4.71★
Duration
6h
Every dayLive guide EN · ESFree cancellationfromUS$ 680per group
2-Day Culebra Island Snorkeling Tour: Private Yacht & Guesthouse
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2-Day Culebra Island Snorkeling Tour: Private Yacht & GuesthouseTwo-day private yacht tour of Culebra Island with snorkeling at hidden spots, onboard meals, and overnight stay at a waterfront guesthouse near Fajardo.
2 reviews
5.00★
Duration
2d
Every day
09:00
Live guide EN · ESFree cancellationfromUS$ 4,300per group
Private Sunset Sail South Coast Puerto Rico: Jobos Bay
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Private Sunset Sail South Coast Puerto Rico: Jobos BaySail the Jobos Bay National Estuarine Research Reserve at sunset aboard a 36-foot private sailboat with a USCG Captain.
3 reviews
3.67★
Duration
2h
Every dayLive guide EN · ESFree cancellationfromUS$ 449per group

All 5 options, side by side

✓ 2026-11-05
OptionPriceDurationRatingDays and timesGuide languages
Icacos Island day sail and snorkel from AnchorageOur pick
US$ 130 per person
5h 30m4.82★ · 182Every day · 09:00English, Spanish
Snorkeling at Icacos Island from Fajardo: 4-hour catamaranBest value
US$ 110 per person
4h4.93★ · 40Mon, Wed and Fri · 2 start timesEnglish, Spanish
Private Sailboat Charter Puerto Rico South Coast – Jobos BayPrivate optionPrivate
US$ 113 per personUS$ 680 per group (split 6 ways)
6h4.71★ · 24Every dayEnglish, Spanish
2-Day Culebra Island Snorkeling Tour: Private Yacht & GuesthousePrivate
US$ 717 per personUS$ 4,300 per group (split 6 ways)
2d5.00★ only 2 reviewsEvery day · 09:00English, Spanish
Private Sunset Sail South Coast Puerto Rico: Jobos BayPrivate
US$ 75 per personUS$ 449 per group (split 6 ways)
2h3.67★ only 3 reviewsEvery dayEnglish, Spanish

Puerto Rico Sailing at a glance

Real price per person across the 5 options: US$ 75–US$ 717 (median US$ 113). With 100+ reviews: 1 of 5.

Of the 5 options: 5 with live guides in English, 5 with free cancellation, 4 with instant confirmation, 2 kid-friendly and 3 private.

How we rank: quality, number of reviews and relevance to the topic. In the comparison table, our top 3 comes first. Real price per person: the group price divided by the seats it includes.

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