The Best Two Week (14-Day) Organized Tours from San Juan

Guided Group Tours, Vacation Packages, or Planned Itineraries

Puerto Rico

Are you currently seeking a fun and exciting package tour spanning two weeks, departing from San Juan? We've conducted a thorough analysis of all available 14 and 15-day organized tours, holiday packages, and tour itineraries departing from San Juan in Puerto Rico. Our analysis took into account various factors such as price, guest ratings, service, comfort, food, and activities, aiming to identify the absolute best options for your next trip. Whether you're yearning for a serene getaway or an exhilarating expedition, these guided tours provide the perfect duration to immerse yourself in the best of both worlds. Prepare yourself for captivating excursions and exceptional cuisine as you embark on an unforgettable escape that will ignite your wanderlust. Puerto Rico is a fantastic destination because of the food, resorts, scuba diving & snorkeling, and beaches. Take a look at our meticulously curated list of top-rated tours departing from San Juan to kickstart your planning process.


The Top 3 Tours:

  • 15 Days, $63280.00

  • 15 Days, $63280.00

  • 15 Days, $63280.00
Puerto Rico
The Best 2-Week Tours from San Juan through Puerto Rico

Including guided tours, organized tours, holiday packages, all-inclusive vacations, and guided itineraries.

All tour prices are listed in US Dollars before taxes, and come from a base price that is reported by TourRadar. Peak season prices can vary significantly, particularly in destinations where seasonal travel fluctuates dramatically. While we do our best to evaluate all tours to maintain accuracy, always confirm the details directly with TourRadar or the tour company before booking. The information provided on this website is sourced directly from TourRadar and may change at any time.

Organized by Emerald Cruises 15 Days Start/End in San Juan 8 Destinations
  • In Depth: you'll spend a longer amount of time in each place.

Great for:
  • History Enthusiasts
  • Animal Lovers
  • Nature Lovers

This tour visits Culebra, St. John, Norman Island, Philipsburg, Gustavia, Iles des Saintes, Virgin Gorda Island, and San Juan.

  • Sailing
  • Historical
  • Scenic Flight
  • Water Sports
  • Wildlife & Nature Photography
  • Island Hopping
  • Fully Guided

By Emerald Cruises
Emerald Cruises is a large company with a focus on river cruise tours through France, Germany, the Netherlands, and Switzerland. The tours offered by Emerald Cruises are usually luxurious, high-end, and provide a top-tier level of service.



$35,360
on TourRadar

Organized by Emerald Cruises 15 Days Start/End in San Juan 10 Destinations

Great for:
  • Animal Lovers
  • Nature Lovers

This tour visits Culebra, St. John, Jost van Dyke, Philipsburg, Gustavia, St John's, Iles des Saintes, Virgin Gorda Island, Norman Island, and San Juan.

  • Wildlife
  • Sailing
  • Photography
  • Water Sports
  • Island Hopping
  • Fully Guided

By Emerald Cruises
Emerald Cruises is a large company with a focus on river cruise tours through France, Germany, the Netherlands, and Switzerland. The tours offered by Emerald Cruises are usually luxurious, high-end, and provide a top-tier level of service.



$35,360
on TourRadar

Organized by Emerald Cruises 15 Days Start/End in San Juan 9 Destinations
  • Great for Nature Lovers

This tour visits San Juan, Culebra, Vieques Island, St. John, Jost van Dyke, Philipsburg, Iles des Saintes, Virgin Gorda Island, and Norman Island.

  • Sailing
  • Beach
  • Island Hopping
  • Fully Guided

By Emerald Cruises
Emerald Cruises is a large company with a focus on river cruise tours through France, Germany, the Netherlands, and Switzerland. The tours offered by Emerald Cruises are usually luxurious, high-end, and provide a top-tier level of service.



$35,360
on TourRadar

Organized by Emerald Cruises 15 Days San Juan to Saint Thomas Island 10 Destinations
  • Great Value: the daily price is lower than average for two-week tours from San Juan in Puerto Rico.
  • Great for Nature Lovers

This tour visits San Juan, Culebra, Vieques Island, St. John, Jost van Dyke, Philipsburg, Iles des Saintes, Virgin Gorda Island, Norman Island, and Saint Thomas Island.

  • Sailing
  • Beach
  • Island Hopping
  • Fully Guided

By Emerald Cruises
Emerald Cruises is a large company with a focus on river cruise tours through France, Germany, the Netherlands, and Switzerland. The tours offered by Emerald Cruises are usually luxurious, high-end, and provide a top-tier level of service.



$19,320
on TourRadar

Organized by Emerald Cruises 15 Days San Juan to Miami 12 Destinations
  • Great Value: the daily price is lower than average for two-week tours from San Juan in Puerto Rico.
  • Great for Nature Lovers

This tour visits Vieques Island, Jost van Dyke, Virgin Gorda Island, San Juan, Ponce, Cruz Bay, Nassau, and Miami.

  • Sailing
  • Motor boat
  • Island Hopping
  • Fully Guided

By Emerald Cruises
Emerald Cruises is a large company with a focus on river cruise tours through France, Germany, the Netherlands, and Switzerland. The tours offered by Emerald Cruises are usually luxurious, high-end, and provide a top-tier level of service.



$14,390
on TourRadar

Organized by Emerald Cruises 15 Days Start/End in San Juan 15 Destinations
  • Great Value: the daily price is lower than average for two-week tours from San Juan in Puerto Rico.
  • Efficient: you'll cover a variety of destinations swiftly.
  • Great for Culture Lovers

This tour visits Vieques Island, Cruz Bay, Jost van Dyke, Philipsburg, Gustavia, St John's, Philipsburg, Basseterre, Iles des Saintes, Virgin Gorda Island, Norman Island, and San Juan.

  • Sailing
  • In-depth Cultural
  • Fully Guided

By Emerald Cruises
Emerald Cruises is a large company with a focus on river cruise tours through France, Germany, the Netherlands, and Switzerland. The tours offered by Emerald Cruises are usually luxurious, high-end, and provide a top-tier level of service.



$13,590
on TourRadar

How much do two-week tours from San Juan cost?

The average daily price of 2-Week Tours from San Juan in Puerto Rico is $1,704 per day. Prices can vary widely due to the included amenities, length of the trip, number of guests on the tour, and many other factors. If you want more information about prices, we have put together a complete analysis of the costs of 2-Week Tours from San Juan in Puerto Rico here.


We partner with TourRadar because they offer the world's largest selection of multi-day organized tours, offering seamless travel experiences while supporting local businesses. It's the perfect way to explore new destinations with ease and confidence.




$1,704
Average Price Per Day
6
Tours Analyzed
0
Average Rating
182
Average Group Size


Two Weeks From Destinations in Puerto Rico

Wondering where two weeks from tours visit in Puerto Rico? With a variety of stops and destinations along the way, there's something for everyone.

A few of the most popular places visited by tours in Puerto Rico include San Juan, Culebra, Vieques Island, and Ponce.


Which is cheaper?

Is independent travel less expensive than booking guided two-week tours from San Juan? The answer varies. Organized tours package essential services like accommodations, transport, meals, entrance fees, and activities into a single price, while independent travel involves booking each aspect separately. To assess which is more economical, compare the tour price with what you'd spend arranging everything yourself. If you prioritize budget options or premium experiences, the cost comparison could swing either way. Always review the details of what's included in the tour package to decide.

Also, before booking a tour, make sure you know exactly what is included as tour companies sometimes change their itineraries or included amenities to keep them updated with seasonal changes and customer interests.

Also, if you're departing from a specific destination, see The Best One-Week (7-Day) Tours from San Juan for more package tour options.

Budget Your Trip is all about finding out how much everything costs so that you can travel cheaper and longer. Created by avid travelers Laurie and Bryan, our goal is to help you plan your next trip on the right budget. With average daily travel costs that are calculated from the budgets of real travelers, plus an analysis of hotel and tour prices, you can find out how much money you need to plan your next adventure. We also have plenty of travel advice, accommodation reviews, and activity suggestions.

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