Top things to do in Caribbean in Summer (Updated November 2026)

Caribbean
Full Day Boat Charter - 50' Luxury Sea Ray Sundancer

Let our professional captain and first mate show you around the Virgin Islands while catering to your needs. Soak up the sun on the aft …More

Let our professional captain and first mate show you around the Virgin Islands while catering to your needs. Soak up the sun on the aft...

7 hours Free Cancellation
4.7 (64)
from
$2,400
Small Group Snorkeling, Sharks & Rays Encounter At Punta Cana

Spend an unforgettable day on the water with this 3-hour by small boat and reef adventure from Punta Cana. Get up close and personal with …More

Spend an unforgettable day on the water with this 3-hour by small boat and reef adventure from Punta Cana. Get up close and personal with...

3 hours Hotel pickup offered Free Cancellation
4.4 (78)
from
$100
Private Hike and Kayak Tour in the Los Haitises National Park

The national park’s name comes from its original inhabitants, the Taino Indians. In their language “Haitises” translates to highlands or Hills, a reference to the …More

Likely to Sell Out
Likely to Sell Out

The national park’s name comes from its original inhabitants, the Taino Indians. In their language “Haitises” translates to highlands or Hills, a reference to the...

4 hours
5.0 (2)
from
$75
Learn to Surf in Paradise.

Our instructors have years of experience teaching surfing, as well as traveling the world competing in surfing. Combined with their knowledge of the sport, the …More

Likely to Sell Out
Likely to Sell Out

Our instructors have years of experience teaching surfing, as well as traveling the world competing in surfing. Combined with their knowledge of the sport, the...

2 hours Free Cancellation
5.0 (4)
from
$75
Private Charter Wreck Lovers 2 dives in Bayahibe from Punta Cana

Take advantage of the best diving in the Dominican Republic and Dive on the Caribbean Side without going out for a full day. It is …More

Take advantage of the best diving in the Dominican Republic and Dive on the Caribbean Side without going out for a full day. It is...

5 hours Hotel pickup offered
5.0 (13)
from
$800
Build Your Private Charter: Reef Fishing, Snorkel, Stingrays

**Accommodates up to 7 Passengers** Personalized Experience: Our small group sizes ensure a more intimate and personalized experience. You’ll have plenty of opportunities to ask …More

**Accommodates up to 7 Passengers** Personalized Experience: Our small group sizes ensure a more intimate and personalized experience. You’ll have plenty of opportunities to ask...

2 to 5 hours Free Cancellation
5.0 (19)
from
$700
Seabob Beach Rental and more in Mullet Bay Beach

Green, Safe, and Fun! Eco-friendly, Certified Instructors, Years of Experience Our activities will be the highlight of your vacation. Our eco-friendly electric sea toys are …More

Green, Safe, and Fun! Eco-friendly, Certified Instructors, Years of Experience Our activities will be the highlight of your vacation. Our eco-friendly electric sea toys are...

20 minutes
5.0 (4)
from
$60
I Like Turtles Private Sailing and Snorkeling from Sapphire

Come sail on a beautiful classic monohaul sailboat. You're guaranteed to enjoy your day sailing and snorkeling with amazing green sea turtles here in the …More

Likely to Sell Out
Likely to Sell Out

Come sail on a beautiful classic monohaul sailboat. You're guaranteed to enjoy your day sailing and snorkeling with amazing green sea turtles here in the...

3 hours Free Cancellation
5.0 (3)
from
$799
Ultimate Beginner Snorkeling Tour

We know the ocean can feel intimidating, so we’ve created a unique, step-by-step experience that guides you gently from shore to reef. With our confidence-building …More

Likely to Sell Out
Likely to Sell Out

We know the ocean can feel intimidating, so we’ve created a unique, step-by-step experience that guides you gently from shore to reef. With our confidence-building...

3 hours Free Cancellation
5.0 (2)
from
$69
Private Sunset Charter on Elusive Catamaran

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury …More

Likely to Sell Out
Likely to Sell Out

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury...

3 hours Free Cancellation
5.0 (5)
from
$2,000
Private New Powerboat to St John & LimeOut. Full Day USVI

Your 2019 Wellcraft power vessel, MV Aquarius, will pick you up for a fantastic day on the water. Your group will spend the day enjoying …More

Your 2019 Wellcraft power vessel, MV Aquarius, will pick you up for a fantastic day on the water. Your group will spend the day enjoying...

7 hours Free Cancellation
5.0 (14)
from
$1,356
Private Full Day or Half Day Charter - 37' Midnight Express

Experience dual-country boat trips, explore numerous popular destinations with our 37' Midnight Express – a distinctive blue and white vessel powered by 3x 300HP outboards. …More

Likely to Sell Out
Likely to Sell Out

Experience dual-country boat trips, explore numerous popular destinations with our 37' Midnight Express – a distinctive blue and white vessel powered by 3x 300HP outboards....

4 to 8 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$1,000
Guided Coral Reef Scuba Tour / 1 tank (Certified Divers Only)

You will be diving with a PADI professorial guide that is well knowledgeable in all the dive sites and will know the best sites for …More

You will be diving with a PADI professorial guide that is well knowledgeable in all the dive sites and will know the best sites for...

2 hours 30 minutes
4.9 (51)
from
$73
Discover Scuba Diving

Your Discover Diving Course does not require a certification. You will be educated about SCUBA in a classroom followed by learning how to use the …More

Your Discover Diving Course does not require a certification. You will be educated about SCUBA in a classroom followed by learning how to use the...

3 hours 30 minutes Free Cancellation
4.9 (50)
from
$175
Drone Kayak Photoshoot

Guests can experience a one of a kind photoshoot with our unique and beautiful clear kayak….with these we can create unimaginable photos for each guest …More

Guests can experience a one of a kind photoshoot with our unique and beautiful clear kayak….with these we can create unimaginable photos for each guest...

30 minutes
4.8 (56)
from
$140
Guided Shore Dive for Certified Divers with Scubaçao (1 tank)

Only for Certified Divers! At Scubaçao we take pride in providing some of the most customized guided dive trips on the island. From beautiful wrecks …More

Only for Certified Divers! At Scubaçao we take pride in providing some of the most customized guided dive trips on the island. From beautiful wrecks...

3 hours Free Cancellation
5.0 (40)
from
$120
Punta Cana Party Boat & Catamaran Cruise with Music and Drinks

Spend a different time on board this boat animated by staff who will make you enjoy a pleasant time. A great way to spend a …More

Spend a different time on board this boat animated by staff who will make you enjoy a pleasant time. A great way to spend a...

4 hours Hotel pickup offered Free Cancellation
3.6 (19)
from
$64
Private Windsurfing Lessons in Aruba

When you do windsurfing with us, you start feeling the powers of the trade winds of Aruba, and the speed you can acquire with it! …More

When you do windsurfing with us, you start feeling the powers of the trade winds of Aruba, and the speed you can acquire with it!...

2 hours Hotel pickup offered Free Cancellation
4.9 (54)
from
$90
Private Sunset Cruise & Rum Swizzle

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping …More

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping...

1 hour Free Cancellation
4.9 (46)
from
$500
Night Kayaking in Clear Kayaks | Glowing Waters & Stars

Night kayaking is a rare and exhilarating opportunity that allows you to explore the waters in a different light. When it comes to kayaking in …More

Night kayaking is a rare and exhilarating opportunity that allows you to explore the waters in a different light. When it comes to kayaking in...

1 hour Free Cancellation
4.9 (47)
from
$110
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