Puerto Rico

Puerto Rico, Paradise Experience

Oct 21, 2026 - Oct 25, 2026

5 Days

Coming Soon - Express Interest

Overview

Join us for a vibrant escape to Puerto Rico where tropical energy meets craft flavor. We will explore historic San Juan, relax on the stunning beaches of Vieques, and enjoy the island through its food, local breweries, and unforgettable culture. This trip brings the perfect mix of sunshine, flavor, and adventure, curated for people who want every day to feel like a discovery.

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Photo Gallery

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Your Journey Day by Day

What to Expect

Arrival in Puerto Rico followed by a relaxed check in and an iconic Old San Juan evening. We ease into the trip with world class cocktails and a refined local dinner, setting the tone for the days ahead.

Activities & Highlights

Arrival at SJU

Transportation to hotel

Hotel check in

Cocktails at La Factoría

Dinner at Princesa Gastrobar

Evening stroll in Old San Juan

Accommodation

Bali Hotel or Similar

Meals Included

Dinner

What to Expect

A scenic flight takes us from San Juan to Vieques. The afternoon is unstructured and slow, focused on beachside drinks and lunch, followed by a chef driven dinner that highlights Caribbean flavors.

Activities & Highlights

Breakfast on your own

Transportation to airport

Flight to Vieques

Hotel check in or luggage drop

Beachside drinks and lunch

Free beach time

Dinner at El Quenepo

Accommodation

Hotel Vieques, Blok or similar

Meals Included

Dinner Included

What to Expect

A full day to experience Vieques at a relaxed pace. Beach time, casual local food, and an unforgettable nighttime kayak experience in the brightest bioluminescent bay in the world.

Activities & Highlights

Slow morning and coffee

Beach time

Lunch at a local spot

Rest and free time

Early light dinner

Bioluminescent Bay kayak tour

Accommodation

Hotel Vieques, Blok or similar

Meals Included

Dinner Included

What to Expect

We return to San Juan and transition from island calm to refined city energy. The afternoon starts with beachfront craft beer followed by one of Puerto Rico’s most celebrated dining experiences.

Activities & Highlights

Breakfast

Transportation to airport

Flight to San Juan

Hotel check in

Beers at Ocean Lab Brewing

Rest and refresh

Dinner at Marmalade

Accommodation

Bali Hotel or Similar

Meals Included

Dinner Included

What to Expect

A relaxed final morning to enjoy coffee and reflect on the experience before heading to the airport for departure.

Activities & Highlights

Hotel checkout

Transportation to airport

Departure

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What's Included

Included

Full Itinerary Planning

Carefully curated daily itinerary including accommodations, dining experiences, transportation, and unique activities, designed for a smooth and elevated experience.
On Trip Coordination & Support

On trip hosting, coordination, and support throughout the experience to ensure everything runs smoothly and guests can fully relax.
Hotel Accommodations

Four nights of accommodation in boutique hotels, including two nights in San Juan and two nights in Vieques.
All Ground Transportation

All scheduled ground transportation during the experience, including airport transfers in San Juan and transportation in Vieques.
San Juan ⇄ Vieques Flights

Roundtrip local flight between San Juan and Vieques.
Curated Dining Experiences

All scheduled dinners during the trip, featuring a mix of local cuisine, chef driven restaurants, and fine dining experiences.
Cocktail at Each Scheduled Stop

One curated cocktail included at each planned dining or brewery stop.
Bioluminescent Bay Experience

Guided nighttime kayak tour at Vieques’ famous bioluminescent bay.

Not Included

Flights to and from San Juan (SJU)

Airfare to and from San Juan is not included and must be booked separately.
Breakfasts and Lunches

Daily breakfasts and lunches are not included, allowing flexibility to explore local spots independently.
Additional Drinks & Personal Expenses

Any drinks beyond the included cocktail, optional activities, souvenirs, and personal expenses are not included.

Trip Packages & Pricing

Double Occupancy $3,450.00

A hosted Puerto Rico culinary and island escape designed for travelers who want a seamless, elevated experience. This double occupancy package includes boutique hotels, curated dinners, local flights, transportation, and signature experiences, all thoughtfully planned so you can simply enjoy the journey.