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AI-generated image of two adults enjoying a Puerto Rico coastal sunset from a sailboat

Made for two

Romantic Experiences

Plan an evening food walk, a private sunset cruise, or a memorable dinner above Old San Juan.

Explore with local operators

95 experiences · Book through FareHarbor

Private Sunset Boat Cruise in Fajardo, Puerto Rico

Local experience

Private Sunset Boat Cruise in Fajardo, Puerto Rico

Fajardo, Puerto Rico

Enjoy a private 3-hour sunset boat cruise from Fajardo for up to 6 guests, with charcuterie, cold drinks, music, and beautiful golden-hour views.

Operated by Pirate Snorkeling Shack

From $450

Sunset Experience by Manta VIP Boat Tour · Private cruise price includes up to 6 guests. Children and infants count toward the maximum capacity of 6 guests.

Price may vary by date. Before taxes, booking fees, required extras. Final total shown when booking.

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Google · 4.8 ★ · 437 operator reviews ↗
La Parguera 3-in-1 Private Boat Charter: Cays, Sunset & Bio Bay

Local experience

La Parguera 3-in-1 Private Boat Charter: Cays, Sunset & Bio Bay

Lajas, La Parguera, Puerto Rico

Private 6-guest charter that combines daytime cay stops, a Caribbean sunset, and a nighttime visit to La Parguera’s Bioluminescent Bay.

Operated by Caribbean Chiliboats

From $895

Private Group · Up to 6 people, including children

Price may vary by date. Before taxes, booking fees, required extras. Final total shown when booking.

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Google · 4.7 ★ · 9 operator reviews ↗

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FareHarbor handles checkout and payment; review the operator’s current availability and cancellation terms before booking.

FlyDining guests suspended above the Old San Juan coast
Featured experience

Travel.PR experience · Old San Juan

FlyDining above Old San Juan

Old San Juan

Choose Sky Bar drinks and snacks or a four-course dinner above Old San Juan.

Sky Bar or dinner · Check dates and seating options

Sky Bar starting priceFrom $95 per guest
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Old San Juan Walking Photoshoot experience
Curated activityOld San Juan

Old San Juan Walking Photoshoot

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Private Authentic Puerto Rican Cooking Class with a Local Couple experience
Curated activityCayey

Private Authentic Puerto Rican Cooking Class with a Local Couple

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San Juan Catamaran Sunset Sail with Drinks Included experience
Curated activitySan Juan

San Juan Catamaran Sunset Sail with Drinks Included

A well-reviewed catamaran sail on San Juan Bay.

Shared sailing · Confirm departure point and included drinks

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Icacos or Palomino Private Sunset Boat Tour from Fajardo PR experience
Curated activityFajardo

Icacos or Palomino Private Sunset Boat Tour from Fajardo PR

A private sunset cruise near the east coast.

Departs Fajardo · Confirm route, vessel and group size

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Janise Sailing Afternoon Charter in Fajardo, Puerto Rico experience
Curated activityFajardo

Janise Sailing Afternoon Charter in Fajardo, Puerto Rico

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Vieques island Biobay Kayaking Tour experience
Curated activityVieques

Vieques island Biobay Kayaking Tour

See Mosquito Bay from a clear kayak on Vieques.

Starts on Vieques · Ferry or flight and overnight plans may be needed

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Mixology Class at Casa BACARDÍ in Puerto Rico experience
Curated activityCataño

Mixology Class at Casa BACARDÍ in Puerto Rico

Mix a classic rum drink at Casa BACARDÍ.

Cataño · Check age rules and transport

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Puerto Rico: Bio Bay Swim and Sunset Charter or Late night tour experience
Curated activityLa Parguera

Puerto Rico: Bio Bay Swim and Sunset Charter or Late night tour

Take a boat to La Parguera for a guided bio bay outing.

Meets in Lajas, despite the Viator San Juan URL · Check swimming rules

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