Arrive at Luis Muñoz Marín International Airport and pick up your rental car before easing into island time with a leisurely late-morning check-in at a luxury hotel near the water. After settling in, enjoy a gourmet brunch at Café Puerto Rico followed by a romantic stroll through the tree-lined Paseo de la Princesa to the scenic San Juan Gate, taking in the ocean views and vibrant street art as you acclimate to Puerto Rico's colors and culture.
Spend a relaxed afternoon wandering the cobblestone streets to discover the island's flavors with a light tasting at Princesa Gastrobar followed by handcrafted cocktails on the rooftop terrace of Hotel El Convento for sweeping views of the bay. Afterward, browse artisan shops along Calle del Cristo, stop for a coffee at Cafetería Mallorca and end the afternoon with a sunset stroll to the scenic lookout at Plaza Raíces, letting the warm light set the tone for an intimate evening.
For an intimate evening, savor a chef's tasting menu at 1919 Restaurant followed by nightcaps on the waterfront terrace of La Factoria, where expertly crafted cocktails and live music set a romantic mood. End the night with a moonlit walk to Castillo San Cristóbal's outer walls for quiet views of the harbor and a peaceful moment together under the stars.
After a leisurely breakfast at your San Juan hotel, drive east and start the morning with a refreshing guided walk along the verdant trails of El Yunque National Forest, focusing on the easy, scenic Big Tree Trail to the misty pool at the foot of La Mina Falls-perfect for a cool dip and photos. Continue with a short, elevated stroll on the accessible El Yunque Boardwalk and stop at the panoramic Yokahu Tower for sweeping rainforest and ocean views before heading to the nearby Carabalí Rainforest Adventure (zipline optional) or a gourmet picnic at the El Yunque Visitor Center to savor fresh tropical fruit and island coffee.
After the morning's waterfalls and viewpoints, take a scenic drive to the quieter western edge of the forest for an easy, shaded walk along the La Coca Trail, stopping to admire the historic stone aqueducts and the fern-draped gorge. Follow that with a late-afternoon visit to the peaceful picnic areas at Baño Grande, where you can relax by the calm, scenic pools and enjoy a gourmet packed snack from a local deli before returning toward San Juan for a sunset dinner.
Wind down after a day of waterfalls with a slow, romantic drive to Luquillo Kiosks for a casual beachfront dinner sampling local specialties like alcapurrias and fresh ceviche at La Parrilla de Playa while feeling the ocean breeze. After dinner, take a twilight stroll along Balneario La Pared to watch surfers and catch the last golden light, then return to your hotel for a couple's soak or a private massage arranged at The Spa at El Yunque to relax muscles and savor the rainforest evening.
Start your day with a sunrise swim and premium beach service at Condado Vanderbilt Beach, then stroll the palm-lined boardwalk to enjoy fresh pastries and single-origin coffee at Café Don Ruiz for a relaxed seaside breakfast. Afterward, rent a private cabana at La Concha Resort or opt for a luxury beachfront cabana at O:LV Twenty Six (spa treatments available) before joining a mid-morning paddleboard tour from Isla Verde Shores to explore calm coves and nearby coral outcrops.
After a leisurely cabana morning, drive a short way to the quieter sands of Ocean Park Beach for an afternoon of swimming and sunbathing with premium umbrella service, then treat yourselves to fresh seafood and a chilled rosé at the beachfront restaurant La Playita. Later, unwind with a couples' treatment in a private suite at The Spa at Condado Ocean Club, followed by sunset cocktails on the terrace of The Condado Vanderbilt Hotel to keep the honeymoon pace luxurious and relaxed as you prepare for your west-coast drive tomorrow.
As the sun softens, enjoy a private sunset sail departing from San Juan Marina-sip chilled prosecco while gliding past the historic forts and coastal skyline, then glide ashore for dinner. Reserve a candlelit table at Santaella's intimate garden patio for a modern Puerto Rican tasting menu, followed by nightcaps at the rooftop bar of The Sundeck at O:LV to savor skyline views and live acoustic music before a leisurely walk back along the moonlit promenade.
Pack a gourmet picnic from Café Tresbé in San Juan and set out on the scenic drive to the west, stopping for a brisk coastal walk and coffee at Playa Boquerón before continuing toward Rincón. On arrival, stretch your legs with a gentle cliffside hike to the viewpoint at Punta Higuero Lighthouse, then check into your seaside resort and unwind with a couples' poolside champagne reception at The Lazy Parrot Inn or a private balcony overlooking the surf.
After settling into your resort, take a scenic coastal drive to the sheltered cove of Domes Beach for late-afternoon snorkeling among gentle reefs and a chance to spot sea turtles, then pause at the cliffside Tamboo Beach Bar & Grill for a leisurely beachfront lunch with chilled rosé. Follow that with a relaxed stroll through the colorful artisan stalls at Rincón Farmers & Artisans Market and a sunset cocktail tasting at The Lazy Parrot's Sunset Bar, where panoramic ocean views set the stage for an intimate evening back at your seaside suite.
As twilight falls, enjoy a romantic beachfront dinner at Casa Verde's Sunset Terrace, where a locally sourced seafood tasting and sommelier-selected wine pairings set an intimate tone. After dinner, take a moonlit stroll along Middles Beach watching surfers and bioluminescent plankton flashes in the shallows, then return to your resort for a nightcap at Seven Seas Rooftop Bar with live acoustic music and panoramic ocean views.
Leave your seaside resort for an early scenic drive to the verdant foothills of Bosque Seco de Guanica, where you'll hike the well-marked Piedra Blanca Trail amid cactus-studded ridgelines and panoramic ocean overlooks; pause at the bluff to sip coffee and take photos of the west-facing coastline. Continue to the rugged cliffside overlook at Cabo Rojo's Salt Flats Viewpoint for a short coastal walk and birdwatching before returning to Rincón for a seaside brunch at Tamboo Beach Bar or a quiet rest on a private balcony to savor the morning light.
Continue your adventure with a scenic drive to Punta Higuero Cliff Trail, where a gentle coastal hike leads to dramatic ocean vistas and great photo spots of the surf below; pause for a late-afternoon picnic from Café Tresbé while watching local surfers. Next, head to the sheltered coves of Steps Beach (Playa Escalera) for warm-water snorkeling among reef fish, then finish with sunset cocktails and small plates at La Copa Llena, a cliffside restaurant offering panoramic west-facing views that carry your honeymoon pace from active exploration into a relaxed, romantic evening.
As the sky softens, drive to Punta Borinquen Lighthouse for sweeping cliffside views and a romantic photo stop, then continue to Desecheo Lookout for a short sunset stroll along the coastal bluff while watching pelicans and distant sailboats. After sunset, dine at the intimate seaside La Cambija Restaurant, sampling fresh catch paired with an island wine selection, then finish the night with cocktails under the stars at The Crow's Nest Rooftop for a quiet, elegant close to your adventurous day.
Begin with a scenic morning drive into Ponce and explore the elegant plaza at Plaza Las Delicias, then tour the striking neoclassical Parque de Bombas museum to learn about local history and firefighting heritage. Follow that with a private, guided tasting of artisanal cheeses and Puerto Rican coffee at Café Lucero before a coastal drive to La Parguera, where you can stretch your legs on a short mangrove boardwalk at Reserva Natural La Parguera and watch fishermen bring in the morning's fresh catch.
After a leisurely lunch, take a short drive to the southern coastline and explore the colorful boardwalk at La Guancha, where you can rent a private paddleboat for two to glide past fishing boats and mangrove-lined inlets. Later, join a guided mangrove kayak tour through Reserva Natural Punta Cucharas to spot shorebirds and hidden coves, then unwind with sunset cocktails and oysters at the waterfront terrace of El Balcón de La Parguera, keeping the day intimate and gently transitioning from Ponce's urban charm to La Parguera's tranquil seaside ambiance.
As twilight deepens, take a short boat taxi to the secluded islet of Isla Mata La Gata for a private seaside picnic and a swim in calm, lantern-lit waters before returning to shore. Follow with a romantic waterfront dinner at Restaurante El Bohío de Parguera, where you'll enjoy a chef-selected seafood platter and local rum cocktails while live bolero music drifts across the marina, then finish the night with a slow moonlit stroll along Muelle de los Pescadores watching fishing boats and distant lights on the horizon.
Kick off the day with a scenic drive to Fajardo and a relaxed breakfast at La Estación del Mar, then park and board the ferry to Vieques-reserve VIP seating for a comfortable crossing and ocean-view photo opportunities. On arrival, take a brief private transfer to your luxury lodging and stretch your legs with a gentle walk along Esperanza Boardwalk, stopping for tropical bites and fresh-pressed juices at Bieke Café, setting a tranquil, romantic tone as you settle into island time.
After settling in, take a private car to explore the island's quieter east side with a leisurely walk and tidepool exploration at Sun Bay Beach, followed by a late-afternoon snorkeling session at Mosquito Pier to spot colorful reef fish in calm, clear water. Finish the afternoon with a decadent rum tasting and small-plate pairing on the terrace of Maleza Boutique Hotel (or your luxury lodging's bar), then watch the sun soften over the Caribbean from the secluded viewpoint at Punta Arenas before an intimate dinner reservation.
As twilight settles, enjoy a private sunset cruise departing from Esperanza Harbor-sip chilled local prosecco while skimming past secluded coves and watching the sky blush over the Caribbean. Return to shore for a candlelit seaside dinner at El Quenepo's terrace, where contemporary Puerto Rican cuisine and a sommelier-selected wine pairing create an intimate celebration, then end the night with handcrafted cocktails at Bilbi Bar and a moonlit walk along a quiet stretch of beach to savor your first full evening on the island.
Wake gently with coffee on your private balcony before heading to Red Beach (Playa Caracas) for a morning swim in crystalline water and a stroll along the powdery sand; rent a shaded palapa and savor a light seaside brunch from Chulería Café nearby. Afterward, drive the short distance to Esperanza Pier for a guided short snorkeling trip to the vibrant coral gardens off Puerto Ferro, where calm shallows make for easy sightings of parrotfish and rays while keeping your pace unhurried and perfectly honeymoon-slow.
Spend a leisurely afternoon driving the island's rustic backroads to the dramatic cliffs at Punta Mulas Light for seaside views, then descend to the sheltered crescent of Blue Beach (Bahía Mosquito) for an easy swim and picnic of local ceviche and tropical fruit from Bieke Café. Later, take a short guided nature walk through the coastal scrub to the quiet lagoons near Caracas Hill, where birdwatching and a sunset rum cocktail at El Blok turn the day toward a relaxed, romantic evening.
As dusk falls, sip cocktails at the sunset-facing terrace of La Casa de los Golpes while enjoying a small-plates menu of grilled local seafood, then wander the lantern-lit lanes of Poblado de Isabel II to browse boutique shops and artisan stalls. Finish your night with a short, private boat excursion to view the island's calmer bioluminescent edges near Bahía de la Chiva (Blue Beach)-a quieter, intimate alternative for a sparkling, romantic finale before returning to your luxury lodging.
Begin with a gentle island-drive breakfast stop at Bieke Farm Café, then saddle up for a private horseback ride along the quieter northern shore, tracing coastal trails past the limestone cliffs near Bahía de Medio for sweeping ocean views and secluded sand stretches. Afterwards, swap reins for fins with a guided small-group snorkel trip to the healthy coral gardens off Playa La Chiva (Blue Beach)-look for rays and trumpetfish in the calm shallows-before returning to your lodging to pack for the afternoon ferry or flight back to the main island.
Spend a leisurely afternoon exploring the island's rugged south shore with a scenic drive to Playa Sun Bay's rocky point for low-tide tidepooling and dramatic coastal photos, then continue to the secluded coves near Playa Negra for a private, shore-based snorkel among calm reefs rich with colorful reef fish. Afterward, pause for a late lunch and cocktails at the waterfront Maleza Farm-to-Table pop-up (seasonal chefs often feature island produce), then collect your bags and enjoy a relaxed transfer to Esperanza Harbor or Vieques Airport for your evening return to the main island.
After collecting your belongings, savor a final island farewell with a sunset aperitif at Carola's Seaside Terrace, then board an early evening ferry or short flight from Esperanza Harbor (VIP lounge if available) for a smooth return to the main island. Back in San Juan, check into your luxury hotel and cap the night with a relaxed late dinner at Punto de Vista Rooftop, enjoying panoramic city lights and a toasted glass of Champagne to celebrate the close of your island escape.
Ease into your final day with a late-morning, restorative couples' treatment at The Spa at Condado Ocean Club, choosing a signature cacao-and-coffee scrub followed by a private hydrotherapy circuit; afterward, savor a relaxed brunch of island-inspired small plates and mimosas on the terrace of Cocina Abierta overlooking the marina. Spend the remainder of the morning wandering the quiet gardens and sculpture installations at Museo de Arte de Puerto Rico, where intimate galleries and shaded courtyards set a calm, reflective tone before your afternoon pampering and evening celebration.
For a serene afternoon, take a private golf-cart tour of the waterfront and stop for a light, fresh-lunch tasting at Oceano Beach Club followed by a leisurely stroll through the boutique-lined promenade at Santurce's Calle Loíza to browse local designers and artisanal chocolate shops. Cap the afternoon with a late-afternoon couples' treatment in a private suite at The Ritz-Carlton Dove Mountain (or your chosen luxury hotel's destination spa) featuring a signature aromatherapy wrap and champagne service on the spa terrace to unwind before your romantic evening.
Begin your evening with sunset cocktails and small plates on the waterfront terrace of Punto de Vista Rooftop overlooking the illuminated cityscape, then take a short, romantic stroll through the lantern-lit streets to Plaza de Armas for people-watching and street music. Cap the night with a chef's tasting at Marmalade Restaurant & Wine Bar, where a customized multi-course menu and sommelier pairings create an intimate finale to your honeymoon, followed by after-dinner cocktails at the cozy speakeasy El Batey for one last nightcap.
| Place / Activity | Cost |
|---|---|
| Luis Muñoz Marín International Airport (arrival/parking/tolls) | $10 |
| Rental car (luxury, per person estimate for 10 days split) | $350 |
| Luxury hotel (San Juan, per person for 2 nights estimate) | $700 |
| Brunch at Café Puerto Rico | $25 |
| Paseo de la Princesa / San Juan Gate (walk) | Free |
| Princesa Gastrobar (tasting/light bites) | $40 |
| Hotel El Convento rooftop cocktails | $25 |
| Cafetería Mallorca (coffee/pastry) | $8 |
| Plaza Raíces (scenic stroll) | Free |
| 1919 Restaurant (chef's tasting menu) | $150 |
| La Factoría (cocktails) | $20 |
| Castillo San Cristóbal (evening stroll outside) | Free |
| El Yunque National Forest (entrance/trail access) | Free |
| Guided Big Tree Trail / La Mina Falls (guided walk) | $40 |
| Yokahu Tower (parking/visit) | $5 |
| Carabalí Rainforest Adventure (zipline optional) | $90 |
| El Yunque Visitor Center picnic items | $15 |
| Luquillo Kiosks dinner (per person) | $25 |
| Balneario La Pared (evening stroll) | Free |
| Spa at El Yunque (couples' massage per person) | $120 |
| Condado Vanderbilt Beach premium service / cabana (half-day per person) | $60 |
| Café Don Ruiz (breakfast) | $18 |
| Private cabana La Concha Resort / O:LV Twenty Six (per person half-day) | $80 |
| Paddleboard tour (Isla Verde Shores) | $60 |
| Ocean Park Beach (umbrella service) | $20 |
| The Spa at Condado Ocean Club (couples treatment per person) | $110 |
| Private sunset sail from San Juan Marina (per person) | $95 |
| Santaella dinner (tasting/menu per person) | $85 |
| Drive to Rincon (fuel/tolls per person) | $40 |
| Punta Higuero Lighthouse (viewpoint) | Free |
| Seaside resort in Rincón (per person per night estimate) | $250 |
| Domes Beach snorkeling (rental/snorkel per person) | $25 |
| Tamboo Beach Bar & Grill (lunch) | $30 |
| Rincón Farmers & Artisans Market (browsing / small purchases) | $10 |
| Casa Verde's Sunset Terrace dinner | $60 |
| Middles Beach moonlit stroll (bioluminescent plankton viewing - shore) | Free |
| Bosque Seco de Guanica / Piedra Blanca Trail (hike) | Free |
| Cabo Rojo Salt Flats Viewpoint (entry/parking) | $5 |
| Steps Beach (Playa Escalera) snorkeling (rental) | $25 |
| La Copa Llena (sunset cocktails/small plates) | $35 |
| Punta Borinquen Lighthouse (photo stop) | Free |
| Desecheo Lookout (sunset stroll) | Free |
| La Cambija Restaurant (dinner) | $45 |
| Ponce Plaza Las Delicias (visit) | Free |
| Parque de Bombas museum (entry) | $3 |
| Café Lucero tasting (cheese/coffee) | $20 |
| Reserva Natural La Parguera boardwalk (visit) | Free |
| La Guancha paddleboat rental (per person) | $20 |
| Guided mangrove kayak tour (Punta Cucharas) | $45 |
| Isla Mata La Gata boat taxi + picnic (per person) | $40 |
| Restaurante El Bohío de Parguera (dinner) | $35 |
| Ferry to Vieques (VIP seating, per person round trip) | $60 |
| Private transfer on Vieques (per person) | $25 |
| Esperanza Boardwalk (stroll / snacks) | $10 |
| Sun Bay Beach (visit / palapa rental) | $15 |
| Mosquito Pier snorkeling (rental/guide) | $40 |
| Maleza Boutique Hotel rum tasting (per person) | $30 |
| Private sunset cruise from Esperanza Harbor | $90 |
| El Quenepo dinner (tasting/menu) | $85 |
| Bilbi Bar cocktails | $20 |
| Red Beach (Playa Caracas) palapa rental | $15 |
| Chulería Café brunch | $18 |
| Guided snorkeling to Puerto Ferro (per person) | $50 |
| Punta Mulas Light (visit) | Free |
| Blue Beach (Bahía Mosquito) swim / picnic | $10 |
| El Blok (sunset rum cocktail) | $12 |
| La Casa de los Golpes (cocktails / small plates) | $25 |
| Poblado de Isabel II (shopping browsing) | $15 |
| Private boat excursion to bioluminescent edge (per person) | $85 |
| Bieke Farm Café breakfast | $12 |
| Private horseback ride (per person) | $70 |
| Maleza Farm-to-Table pop-up lunch (estimate) | $30 |
| Ferry or flight back to main island (per person) | $60 |
| Punto de Vista Rooftop dinner (San Juan) | $45 |
| The Spa at Condado Ocean Club (couples treatment) | $110 |
| Museo de Arte de Puerto Rico (entry) | $10 |
| Oceano Beach Club lunch / tasting | $40 |
| Calle Loíza shopping (browsing/purchases) | $25 |
| Ritz-Carlton / luxury spa treatment (per person estimate) | $200 |
| Marmalade Restaurant & Wine Bar (chef's tasting) | $150 |
| El Batey (after-dinner cocktails) | $20 |
| Estimated Total (per person) | $3,895 |