Top Day Trips from Caribbean (Updated November 2026)

Caribbean
1,735 Results
Private Tour of El Yunque Rainforest from San Juan

Visit a different area of the El Yunque Rainforest. With the guidance of your private guide you will embark on an estimate 30-minute hike that …More

Visit a different area of the El Yunque Rainforest. With the guidance of your private guide you will embark on an estimate 30-minute hike that...

7 hours Hotel pickup offered Free Cancellation
4.8 (4)
from
$1,500
Small Group to Bob Marley Museum and Devon House from Montego Bay

Travel to Kingston, the capital of Jamaica, on a day trip from Montego Bay. Take the opportunity during the 3-hour drive up Jamaica's North Coast …More

Travel to Kingston, the capital of Jamaica, on a day trip from Montego Bay. Take the opportunity during the 3-hour drive up Jamaica's North Coast...

6 hours Hotel pickup offered Free Cancellation
from
$1,500
Private Full Day Cultural Safari Tour from Punta Cana

Venture for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a doubt, but …More

Venture for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a doubt, but...

8 hours Hotel pickup offered
from
$1,500
Full Day St Martin Private Charter Tour

Craft unforgettable memories on your private boat as you explore the breathtaking beauty of Saint-Martin. With Pierre as your guide, discover the hidden treasures of …More

Craft unforgettable memories on your private boat as you explore the breathtaking beauty of Saint-Martin. With Pierre as your guide, discover the hidden treasures of...

8 hours Free Cancellation
5.0 (2)
from
$1,488
Full Day Charter from Fajardo to Culebra

Full-Day Charter Tour Culebra: It’s a day filled with fun, and everything is included. The tour is for up to 6 people. The day consists …More

Full-Day Charter Tour Culebra: It’s a day filled with fun, and everything is included. The tour is for up to 6 people. The day consists...

7 hours 30 minutes Free Cancellation
5.0 (160)
from
$1,520
Private Full Day, Fun Day SY Mazu -Luxury Gemini Legacy Catamaran

An island tradition, Full Day-Fun Day aboard SY Mazu or SY Neptune makes lasting memories. Both vessels are a Gemini Legacy sailing catamaran. SY Mazu …More

An island tradition, Full Day-Fun Day aboard SY Mazu or SY Neptune makes lasting memories. Both vessels are a Gemini Legacy sailing catamaran. SY Mazu...

7 hours Free Cancellation
4.9 (165)
from
$1,595
Private Stingray City Snorkeling and BioBay Charter for 6 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with …More

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with...

6 hours
5.0 (37)
from
$1,600
Saint Barth Prestige Private Charter

Indulge in the ultimate luxury with a private charter to St. Barts. Experience unparalleled comfort aboard high-end vessel, customized to your desires. Whether you're cruising …More

Indulge in the ultimate luxury with a private charter to St. Barts. Experience unparalleled comfort aboard high-end vessel, customized to your desires. Whether you're cruising...

6 to 8 hours Free Cancellation
from
$1,600
Full Day Anguilla Private Charter Tour

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert …More

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert...

8 hours Free Cancellation
4.8 (16)
from
$1,637
Private Full Day Sail in Virgin Islands National Park

On a private full day sail with Max Charters you will have the boat to yourself! Your captain and mate will take you to some …More

On a private full day sail with Max Charters you will have the boat to yourself! Your captain and mate will take you to some...

6 hours Free Cancellation
5.0 (16)
from
$1,650
Private Full Day Baths and Beyond Tour in Tortola BVI

Antilles Power Boats will take you on a breathtaking adventure to see all the best of the BVI and give you a day to remember. …More

Antilles Power Boats will take you on a breathtaking adventure to see all the best of the BVI and give you a day to remember....

7 hours Free Cancellation
5.0 (21)
from
$1,650
Full Day Private Boat Tour To Culebra

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up …More

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up...

7 hours Free Cancellation
5.0 (15)
from
$1,650
Half-Day Private Catamaran Tour in Puerto Plata

Have a blast on the water! Take a 38 feet catamaran, ride along the coast and have a party of your life, while dancing, sipping …More

Have a blast on the water! Take a 38 feet catamaran, ride along the coast and have a party of your life, while dancing, sipping...

5 hours Hotel pickup offered
5.0 (1)
from
$1,650
Private Luxury 36' Yacht from Fajardo to Icacos or Palomino

Private Boat Tour -All-Inclusive - Top Service Navigate without crowds, long queues, and strict schedules. Visit one of the Fajardo Keys— Palomino, Icacos, or Piñero …More

Likely to Sell Out
Likely to Sell Out

Private Boat Tour -All-Inclusive - Top Service Navigate without crowds, long queues, and strict schedules. Visit one of the Fajardo Keys— Palomino, Icacos, or Piñero...

6 hours Free Cancellation
5.0 (29)
from
$1,690
Private Full Day Charter to the British Virgin Islands from USVI

Explore the British Virgin Islands aboard a power catamaran built for comfortable full-day adventures around the islands. Whether you're looking for world-class snorkeling, legendary beach …More

Explore the British Virgin Islands aboard a power catamaran built for comfortable full-day adventures around the islands. Whether you're looking for world-class snorkeling, legendary beach...

8 hours Free Cancellation
5.0 (46)
from
$1,695
Private Charter 37' Axopar in US Virgin Islands

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your …More

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your...

6 hours
5.0 (85)
from
$1,695
Full Day Private Boat Charter to the British Virgin Island

Embark on a BVI adventure with Carpe Diem Charters, your powerboat passport to paradise. Cruise turquoise waters, uncover hidden coves, and relish unforgettable moments. With …More

Embark on a BVI adventure with Carpe Diem Charters, your powerboat passport to paradise. Cruise turquoise waters, uncover hidden coves, and relish unforgettable moments. With...

8 hours Free Cancellation
5.0 (58)
from
$1,700
Bleu's Full Day 8 Hours Tour

Join our Full Day Jet Ski Tour in Turks and Caicos, featuring breathtaking sights of historic sites, sandy beaches, and stunning islands and cays. Enjoy …More

Join our Full Day Jet Ski Tour in Turks and Caicos, featuring breathtaking sights of historic sites, sandy beaches, and stunning islands and cays. Enjoy...

8 hours Free Cancellation
from
$1,700
Private Full-Day Cruise of St. Martin and Anguilla

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat …More

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat...

8 hours Free Cancellation
5.0 (49)
from
$1,750
Honor Roll Private Bahamas Boat Charter

We offer our guests personalized itinerary. Our boat is your boat. You can freestyle on the water or stick to a strict schedule. Either way …More

We offer our guests personalized itinerary. Our boat is your boat. You can freestyle on the water or stick to a strict schedule. Either way...

4 to 8 hours Free Cancellation
5.0 (38)
from
$1,750
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