Destinations · Puerto Rico

Puerto Rico

5 Nights · Old San Juan and an oceanfront Reserve, no passport required.

The Classic
From $4,900pp
Condado Vanderbilt · Dorado Beach Reserve
Explore →
✦ Ultimate Experience
The Flagship
From $7,000pp
The same hotels, in their finest suites
Explore →

Two Addresses, No Passport

San Juan & Dorado Beach

Some journeys ask for a passport, a long-haul flight, and a week to recover. This one asks only that you arrive. Five nights, two of the island's finest addresses, every private transfer handled, no passport required. Gay-owned, and welcoming to all.

Old San Juan at golden hour
Nights 1–3

San Juan

Old San Juan's forts and cobblestone lanes, the Condado oceanfront, and the food and rhythm of the island's capital. Three nights to begin, on the Atlantic.

The Dorado Beach coastline at golden hour
Nights 4–5

Dorado Beach

A former Rockefeller estate turned Ritz-Carlton Reserve, plunge-pool suites steps from the sand, and a serene coastline to disappear into. Two nights to unwind.

Where You Stay

The Classic Journey

Two of Puerto Rico's finest, in their ocean-view rooms, stitched together with private chauffeured transfers throughout. Or step up to the Flagship, just below, where the same two hotels become their finest suites.

Biltmore Ocean-View Suite, living room and ocean balcony, Condado Vanderbilt The Condado Vanderbilt on the Atlantic coast, San Juan Biltmore Ocean-View Suite living area Biltmore Ocean-View Suite bedroom
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San Juan · Nights 1–3

Condado Vanderbilt

A 1919 Spanish-Revival landmark on the Atlantic in the heart of Condado, freshly restored, walkable to Old San Juan.

  • Biltmore Ocean-View Suite
  • Oceanfront pools & beach
  • Steps from Old San Juan
East Beach Guest Room opening to the ocean, Dorado Beach Reserve East Beach Guest Room, Dorado Beach Reserve East Beach Guest Room living area, Dorado Beach Reserve The pool and grounds at Dorado Beach, a Ritz-Carlton Reserve
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Dorado · Nights 4–5

Dorado Beach, a Ritz-Carlton Reserve

One of a handful of Ritz-Carlton Reserves on earth, the brand's rarest tier, on a former Rockefeller estate along a serene coast.

  • East Beach Guest Room, oceanfront
  • Spa Botánico, five acres
  • Steps from the sand

The Classic Journey · 5 Nights

San Juan◆Dorado Beach
  • Five nights across both hotels
  • Daily breakfast at both
  • All private chauffeured transfers
  • Elevida amenities & resort credits
  • Elevida planning & concierge
  • No passport required
From $4,900 per person
double occupancy · airfare can be arranged but is not included
Book This Journey Now

Or, the same journey in its finest rooms

✦ Ultimate Experience

The Flagship Journey

The same two hotels, in their finest suites: an ocean-front Commodore Terrace suite at the Condado Vanderbilt, and a beachfront room with your own private plunge pool at Dorado Beach. Everything elevated, the same five nights.

Commodore Terrace Ocean-Front Suite, oceanfront terrace, Condado Vanderbilt Commodore Terrace Ocean-Front Suite terrace and view Commodore Terrace Ocean-Front Suite interior The Condado Vanderbilt on the Atlantic coast, San Juan
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San Juan · Nights 1–3

Condado Vanderbilt

Step up to an ocean-front suite with a sitting area and balcony, looking straight out over the Atlantic.

  • Commodore Terrace Ocean-Front 1BR Suite
  • 815 sqft, sitting area & balcony
  • Steps from Old San Juan
West Beach Plunge room opening to its private plunge pool, Dorado Beach Reserve West Beach Plunge, beachfront, Dorado Beach Reserve West Beach Plunge terrace and pool, Dorado Beach Reserve The pool and grounds at Dorado Beach, a Ritz-Carlton Reserve
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Dorado · Nights 4–5

Dorado Beach, a Ritz-Carlton Reserve

Trade the guest room for a beachfront room with your own private plunge pool, the Reserve's signature, steps from the sand.

  • West Beach Plunge, beachfront
  • Your own private plunge pool
  • Steps from the sand

The Flagship Journey · 5 Nights

San Juan◆Dorado Beach
  • Five nights, suites & a private plunge pool
  • Daily breakfast at both
  • All private chauffeured transfers
  • Elevida amenities & resort credits
  • Elevida planning & concierge
  • No passport required
From $7,000 per person
double occupancy · airfare can be arranged but is not included
Book This Journey Now

Add as You Like

Experiences

La Mina Falls in El Yunque National Forest
El Yunque rainforest day
The only U.S. tropical rainforest · waterfalls & natural pools
$100from
A colorful stepped alley in Old San Juan
Old San Juan sunset walk & taste
Guided old city · 7–10 tastings + island cocktails
$200from
A bioluminescent bay glowing at night, Puerto Rico
Bioluminescent Bay
Glowing waters after dark, one of only a handful on earth
$130from

Good to Know

Before you go

When to go

December to April

Puerto Rico's dry, warm winter: sunny days, low humidity, and calm seas. The classic escape from a northern winter.

May and June are the shoulder: still warm and mostly dry, with fewer crowds and lower rates.

No passport

An easy yes

Puerto Rico is a US territory, so for US travelers there is no passport, no customs, and no currency to change. A short flight, and you have arrived. We handle the rest.

The Elevida difference

More at every hotel

Because we book each property on its Signature rate, you arrive to daily breakfast, resort credits, and room upgrades when available, perks worth having, layered on a trip we plan end to end.

A couple toasting at a Puerto Rico oceanfront resort at golden sunset

Gay-owned · Welcoming to all

Planned by people who travel like you

Elevida is gay-owned. We build the trip we would want for ourselves: the right hotels, the right rooms, every transfer handled, and the kind of details you only know to ask for once you have been. Tell us your dates and we will shape Puerto Rico around you.

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From prices are per person, double occupancy, based on a five-night November-to-April journey in entry room categories. The Classic uses the Biltmore Ocean-View Suite at Condado Vanderbilt and an East Beach oceanfront room at Dorado Beach; the Flagship uses a Commodore Terrace Ocean-Front Suite and a West Beach plunge room. Both include the two hotel stays with daily breakfast and Signature amenities, all private chauffeured transfers, and Elevida planning. Airfare and optional experiences are arranged separately. Pricing varies by travel date, room category and availability.
Elevida Luxury Journeys · An LGBTQ+-owned luxury travel advisory · Welcoming to all